Month: February 2023

Blythin, David J. et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2002 | CAS: 118753-66-5

tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application In Synthesis of tert-Butyl 4-aminopiperazine-1-carboxylate

Synthesis and NK1/NK2 binding activities of a series of diacyl-substituted 2-arylpiperazines was written by Blythin, David J.;Chen, Xiao;Piwinski, John J.;Shih, Neng-Yang;Shue, Ho-Jane;Anthes, John C.;McPhail, Andrew T.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2002.Application In Synthesis of tert-Butyl 4-aminopiperazine-1-carboxylate This article mentions the following:

The synthesis and binding affinity for hNK1 and hNK2 receptors of a series of diacyl substituted 2-aryl piperazines are described. SAR evaluation led to one racemic derivative as an apparent dual inhibitor. Chiral chromatog. separation of racemic derivative led to the observation that NK1 activity was shown by one enantiomer and NK2 activity was shown by the other enantiomer. X-ray crystallog. anal. of the crystalline di-BOC derivative of the NK2 active piperazine showed that the 2R configuration was associated with NK2 activity. Further derivatization indicated that dual NK1/NK2 activity could be built into the 2R series. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5Application In Synthesis of tert-Butyl 4-aminopiperazine-1-carboxylate).

tert-Butyl 4-aminopiperazine-1-carboxylate (cas: 118753-66-5) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Application In Synthesis of tert-Butyl 4-aminopiperazine-1-carboxylate

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Jiang, Zhifu et al. published their research in Phosphorus, Sulfur and Silicon and the Related Elements in 2013 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Category: piperidines

Synthesis and Application of N-Tosyl Piperidinyl-Containing α-Aminophosphonates was written by Jiang, Zhifu;Zhao, Jian;Gao, Beibei;Chen, Shuo;Qu, Wenyan;Mei, Xiangdong;Rui, Changhui;Ning, Jun;She, Dongmei. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2013.Category: piperidines This article mentions the following:

A series of novel (4′-tosyl) piperidin-4-yl containing α-aminophosphonates were synthesized by a one-pot reaction, efficiently catalyzed by magnesium perchlorate, under solvent-free conditions from 1-tosylpiperidin-4-one, substituted aromatic amines, and di-Et phosphite (DEP). The synthesized compounds were characterized by IR, 1H NMR, 13C NMR, 31P NMR, and HRMS spectroscopy. A single-crystal X-ray structure of di-Et 4-(2-chlorophenyl) amino-1-(4′-methylbezenesulfonyl) piperidin-4-yl-phosphonate was obtained, and some of the title compounds displayed insecticidal activities against Plutella xylostella. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Category: piperidines).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives.Piperidine is a key saturated heterocyclic scaffold found in several of the top-selling small molecule pharmaceuticals and natural alkaloids, with a diverse range of biological activities. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Tohma, Hirofumi et al. published their research in Advanced Synthesis & Catalysis in 2002 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Formula: C12H15NO3S

Facile and clean oxidation of alcohols in water using hypervalent iodine(III) reagents was written by Tohma, Hirofumi;Maegawa, Tomohiro;Takizawa, Shinobu;Kita, Yasuyuki. And the article was included in Advanced Synthesis & Catalysis in 2002.Formula: C12H15NO3S This article mentions the following:

The facile and efficient oxidation of various alcs. such as benzylic alcs., primary alcs., secondary alcs., and diols in water using the hypervalent iodine(III) reagent, iodosobenzene (PhI:O), with KBr is described. Electrospray ionization (ESI) mass spectrometric studies on the behavior of PhI:O-KBr in aqueous solution suggested that these reactions are induced by the formation of highly reactive iodine species [PhI(Br)nO–]. Further development to recyclable polymer-supported iodine(III) reagent extends the utility of this reaction to afford an environmentally benign method. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Formula: C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Formula: C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Nugent, Jeremy et al. published their research in Organic Letters in 2021 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Quality Control of 1-Tosylpiperidin-4-one

Synthesis of α-quaternary bicyclo[1.1.1]pentanes through synergistic organophotoredox and hydrogen atom transfer catalysis was written by Nugent, Jeremy;Sterling, Alistair J.;Frank, Nils;Mousseau, James J.;Anderson, Edward A.. And the article was included in Organic Letters in 2021.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

Bicyclo[1.1.1]pentanes (BCPs) are of importance in drug design as sp3-rich bioisosteres of arenes and tert-Bu groups, however the preparation of BCPs with adjacent quaternary carbons is barely known. Authors report a facile synthesis of α-quaternary BCPs using organophotoredox and hydrogen atom transfer catalysis in which α-keto radicals, generated through oxidation of β-ketocarbonyls, underwent efficient addition to [1.1.1]propellane. The BCP products can be transformed into a variety of useful derivatives including enantioenriched BCPs featuring α-quaternary stereocenters. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Quality Control of 1-Tosylpiperidin-4-one).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Shao, Pengcheng P. et al. published their research in ACS Medicinal Chemistry Letters in 2013 | CAS: 183170-69-6

tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (cas: 183170-69-6) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.HPLC of Formula: 183170-69-6

Improved Cav2.2 Channel Inhibitors through a gem-Dimethylsulfone Bioisostere Replacement of a Labile Sulfonamide was written by Shao, Pengcheng P.;Ye, Feng;Chakravarty, Prasun K.;Herrington, James B.;Dai, Ge;Bugianesi, Randal M.;Haedo, Rodolfo J.;Swensen, Andrew M.;Warren, Vivien A.;Smith, McHardy M.;Garcia, Maria L.;McManus, Owen B.;Lyons, Kathryn A.;Li, Xiaohua;Green, Mitchell;Jochnowitz, Nina;McGowan, Erin;Mistry, Shruti;Sun, Shu-Yu;Abbadie, Catherine;Kaczorowski, Gregory J.;Duffy, Joseph L.. And the article was included in ACS Medicinal Chemistry Letters in 2013.HPLC of Formula: 183170-69-6 This article mentions the following:

The investigation of sulfonamide-derived Cav2.2 inhibitors to address drug-metabolism liabilities with this lead class of analgesics is reported. Modification of the benzamide substituent provided improvements in both potency and selectivity. However, it was discovered that formation of the persistent 3-(trifluoromethyl)benzenesulfonamide metabolite was an endemic problem in the sulfonamide series and that the replacement of the center aminopiperidine scaffold failed to prevent this metabolic pathway. This issue was eventually addressed by application of a bioisostere strategy. The new gem-di-Me sulfone series, e.g., I (IC50 = 0.51 μM), retained Cav2.2 potency without the liability of the circulating sulfonamide metabolite. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (cas: 183170-69-6HPLC of Formula: 183170-69-6).

tert-Butyl 4-(1-hydroxyethyl)piperidine-1-carboxylate (cas: 183170-69-6) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Piperidine derivatives bearing a masked aldehyde function in the ε-position are easily transformed into quinolizidine compounds through intramolecular reductive amination.HPLC of Formula: 183170-69-6

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Speckamp, W. N. et al. published their research in Tetrahedron in 1971 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Computed Properties of C12H15NO3S

Synthesis of substituted 3-azabicyclo[3.3.1]nonanes was written by Speckamp, W. N.;Dijkink, J.;Dekkers, A. W. J. D.;Huisman, H. O.. And the article was included in Tetrahedron in 1971.Computed Properties of C12H15NO3S This article mentions the following:

The synthesis of 3-azabicyclo[3.3.1]nonanes is described via the addition of α-(bromomethyl)acrylate to N-tosylpiperidone enamine and subsequent transformation of these adducts. NMR investigation showed a fair correlation between structure and conformation of the adducts and the observed chem. shifts of CH-CO2R and N-CH2 protons. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Computed Properties of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives are being utilized in different ways as anticancer, antiviral, antimalarial, antimicrobial, antifungal, antihypertension, analgesic, anti-inflammatory, anti-Alzheimer, antipsychotic and/or anticoagulant agents.Computed Properties of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Misal Castro, Luis C. et al. published their research in Journal of Organic Chemistry in 2021 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Synthetic Route of C12H15NO3S

Direct Synthesis of Indoles from Azoarenes and Ketones with Bis(neopentylglycolato)diboron Using 4,4′-Bipyridyl as an Organocatalyst was written by Misal Castro, Luis C.;Sultan, Ibrahim;Nishi, Kohei;Tsurugi, Hayato;Mashima, Kazushi. And the article was included in Journal of Organic Chemistry in 2021.Synthetic Route of C12H15NO3S This article mentions the following:

Multifunctionalized indole derivatives were prepared by reducing azoarenes in the presence of ketones and bis(neopentylglycolato)diboron (B2nep2) with a catalytic amount of 4,4′-bipyridyl under neutral reaction conditions, where 4,4′-bipyridyl acted as an organocatalyst to activate the B-B bond of B2nep2 and form N,N’-diboryl-1,2-diarylhydrazines as a key intermediate. Further reaction of N,N’-diboryl-1,2-diarylhydrazines with ketones afforded N-vinyl-1,2-diarylhydrazines, which rearranged to the corresponding indoles via the Fischer indole mechanism. This organocatalytic system was applied to diverse alkyl cyclic ketones, dialkyl, and alkyl/aryl ketones, including heteroatoms. Me alkyl ketones gave the corresponding 2-methyl-3-substituted indoles in a regioselective manner. This protocol allowed us to expand the preparation of indoles having high compatibility with not only electron-donating and electron-withdrawing groups but also N- and O-protecting functional groups. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Synthetic Route of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. The piperidine ring can be found not only in more than half of the currently known structures of alkaloids, but also in many natural or synthetic compounds with interesting biological activities. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Synthetic Route of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Jullien, Helene et al. published their research in Organic Letters in 2014 | CAS: 33439-27-9

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Synthetic Route of C12H15NO3S

Flexible Routes to Thiophenes was written by Jullien, Helene;Quiclet-Sire, Beatrice;Tetart, Thomas;Zard, Samir Z.. And the article was included in Organic Letters in 2014.Synthetic Route of C12H15NO3S This article mentions the following:

Three convergent routes to thiophenes are described, hinging on the radical addition of α-xanthyl ketones to Et vinyl sulfide or to vinyl pivalate. The latter route ultimately proved to be the most versatile and efficient (61-94%). In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Synthetic Route of C12H15NO3S).

1-Tosylpiperidin-4-one (cas: 33439-27-9) belongs to piperidine derivatives. Piperidine has a role as a reagent, a protic solvent, a base, a catalyst, a plant metabolite, a human metabolite and a non-polar solvent. Fluorinated piperidines are also the subject of continued interest in medicinal chemistry, for example in the synthesis of selective dipeptidyl peptidase II (DPP II) inhibitors. Piperidine derivatives are also used in solid-phase peptide synthesis (SPPS) and many degradation reactions.Synthetic Route of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Surgenor, Richard R. et al. published their research in Journal of Organic Chemistry in 2020 | CAS: 651057-01-1

1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Quality Control of 1-(Methylsulfonyl)piperidin-4-amine hydrochloride

Convergent and stereoselective method for the synthesis of acyclic α-chloroenamides was written by Surgenor, Richard R.;Grote, Andrea C.;McGeough, Catherine;Narayanan, Arjun;Wang, Wenyu;Collier, Philip N.. And the article was included in Journal of Organic Chemistry in 2020.Quality Control of 1-(Methylsulfonyl)piperidin-4-amine hydrochloride This article mentions the following:

A direct, stereocontrolled synthesis of acyclic α-chloroenamides is presented. Our methodol. showed good yields and substrate scope. Mechanistic insights are provided that account for the high levels of stereoselectivity reported. Subsequent synthetic manipulation of the α-chloroenamides provides direct entry to polyfunctionalized acyclic enamides, compounds of wide use in organic chem. and the pharmaceutical industry. In the experiment, the researchers used many compounds, for example, 1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1Quality Control of 1-(Methylsulfonyl)piperidin-4-amine hydrochloride).

1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Quality Control of 1-(Methylsulfonyl)piperidin-4-amine hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

 

Wang, Johnny Z. et al. published their research in Angewandte Chemie, International Edition in 2022 | CAS: 406235-30-1

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Recommanded Product: 1-Boc-4-Hydroxy-4-methylpiperidine

Alcohols as Alkylating Agents: Photoredox-Catalyzed Conjugate Alkylation via In Situ Deoxygenation was written by Wang, Johnny Z.;Sakai, Holt A.;MacMillan, David W. C.. And the article was included in Angewandte Chemie, International Edition in 2022.Recommanded Product: 1-Boc-4-Hydroxy-4-methylpiperidine This article mentions the following:

Herein, an operationally convenient, N-heterocyclic carbene (NHC)-mediated deoxygenative Giese-type addition of alc.-derived alkyl radicals to electron-deficient alkenes under mild photocatalytic conditions was described. The fragment coupling accommodated a broad range of primary, secondary, and tertiary alc. partners, as well as structurally varied Michael acceptors containing traditionally reactive sites, such as electrophilic or oxidizable moieties. The late-stage diversification of densely functionalized mol. architectures, including drugs and biomols. was demonstrated, and this protocol with metallaphotoredox cross-coupling for step-economic access to sp3-rich complexity was telescoped. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Recommanded Product: 1-Boc-4-Hydroxy-4-methylpiperidine).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Piperidine prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N–H bond in an axial position, and the other in an equatorial position.Recommanded Product: 1-Boc-4-Hydroxy-4-methylpiperidine

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem