Tag: 200-300

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

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

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

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

Preparation of 4-heteroaryl-4-cyanopiperidines via S_NAr substitution reactions was written by Chang, Ronald K.;Di Marco, Christina N.;Pitts, Daniel R.;Greshock, Thomas J.;Kuduk, Scott D.. And the article was included in Tetrahedron Letters in 2009.Category: piperidines This article mentions the following:

The scope and limitations of S_NAr substitution of metalated 4-cyanopiperidines with heterocyclic halides were explored. These facile reactions provide rapid access to a wide range of 4-hetaryl-4-cyanopiperidines and resulted in improved yields, faster reaction times, and lower temperatures than previously published methods. In the experiment, the researchers used many compounds, for example, 1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4Category: piperidines).

1-Benzylpiperidine-4-carbonitrile (cas: 62718-31-4) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of carbo- and heterocyclic aldehydes bearing an adjacent donor group. Ozonolysis versus OsO₄/KIO₄-oxidation was written by Mihovilovic, Marko D.;Spina, Markus;Mueller, Bernhard;Stanetty, Peter. And the article was included in Monatshefte fuer Chemie in 2004.Application of 33439-27-9 This article mentions the following:

The synthesis of carbo- and heterocyclic aldehydes bearing an ipso-methoxy group is investigated. The synthetic sequence is based on an initial Grignard addition of an olefin to a cyclic ketone followed by methylation of the resulting tertiary alc. The terminal olefin serves as precursor for the aldehyde functionality. Oxidation by ozonolysis turned out to depend significantly on the distance of the donor methoxy group. The observed side reactions could be circumvented by applying a one-pot OsO₄ mediated diol formation followed by Malaprade oxidation using KIO₄. A series of carbo- and heterocyclic precursors were successfully converted to the title products. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application of 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. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Application of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

A radical chlorodifluoromethylation protocol for late-stage difluoromethylation and its application to an oncology candidate was written by Meng, Depei;Li, Lingchun;Brown, Adam;Desrosiers, Jean-Nicolas;Duan, Shengquan;Hayward, Cheryl M.;He, Zhengbiao;Hu, Jinbo;Makowski, Teresa;Maloney, Mark;Monfette, Sebastien;Perfect, Hahdi;Piper, Jared L.;Zhou, Min;Widlicka, Daniel W.. And the article was included in Cell Reports Physical Science in 2021.Related Products of 651057-01-1 This article mentions the following:

An efficient radical chlorodifluoromethylation protocol with sodium chlorodifluoromethanesulfinate, which is complementary to the existing late-stage difluoromethylation strategies has been described. CF₂Cl radical is a suitable surrogate for accessing the CF₂H group while possessing completely different electronic properties compared to the CF₂H radical. This method is chemoselective and regioselective for the chlorodifluoromethylation of (hetero)arenes RH [R = 2,4,6-trimethylphenyl, 2,3-dihydro-1,4-benzodioxin-5-yl, 4-oxo-1H,4H,5H-pyrazolo[3,4-d]pyrimidin-3-yl, etc.] and electron-rich alkenes R¹C(=CH₂)OAc (R¹ = Ph, 2-naphthyl, 2-thienyl, etc.) and shows good functionality, tolerance, and generality on scope. The preparation of the sodium chlorodifluoromethanesulfinate is thoroughly investigated and can be scaled up to hundreds of kilograms. The method is successfully implemented on the synthesis of an oncol. candidate compound I. In the experiment, the researchers used many compounds, for example, 1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1Related Products of 651057-01-1).

1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1) belongs to piperidine derivatives. Piperidine and its derivatives have become increasingly popular in many synthetic schemes. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Related Products of 651057-01-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Synthesis of novel 1,3-thiazin-4-ones by acetylene diester cyclization and their anticancer activities was written by Anand, Selvam Athavan Alias;Loganathan, Chandrasekaran;Thomas, Nisha Susan;Saravanan, Kuppusamy;Alphonsa, Antony Therasa;Kabilan, Senthamaraikannan. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2016.Product Details of 33439-27-9 This article mentions the following:

A novel series of 1,3-thiazin-4-one derivatives containing a piperidyl ring I (R¹ = Ts, Boc; R² = H, Me; R³ = Me, Et), II (R¹ = Boc; R² = H, Me) were designed and synthesized efficiently by thioamide and acetylene diester cyclization reaction via aminolysis of the ester group and the elimination of an alc. mol. All the newly synthesized compounds were studied for their in vitro anticancer activity against human liver cancer cell lines Hep G2 using MTT assay. The IC₅₀ values of the tested compounds ranged between 7.48 +/- 0.71 and 56.57 +/- 1.37 μM. Further, the apoptosis evaluation by the mitochondrial membrane potential using JC-1 dye was carried out and the results are in good agreement with the cytotoxicity studies. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Product Details of 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. Several piperidine alkaloids isolated from natural herbs, were found to exhibit antiproliferation and antimetastatic effects on various types of cancers both in vitro and in vivo for example Piperine, Evodiamine, Matrine, Berberine and Tetrandine.Product Details of 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Mild and selective boronic acid catalyzed 1,3-transposition of allylic alcohols and Meyer-Schuster rearrangement of propargylic alcohols was written by Zheng, Hongchao;Lejkowski, Michal;Hall, Dennis G.. And the article was included in Chemical Science in 2011.Category: piperidines This article mentions the following:

Boronic acid catalysis (BAC) was applied to the transposition of allylic alcs. and a related Meyer-Schuster rearrangement of propargylic alcs. using highly electron-deficient polyfluoroarylboronic acids as catalysts under mild metal-free conditions. A wide range of synthetically useful products was formed and the synthesis of the target compounds was achieved with E:Z selectivity superior to that of metal-catalyzed methods. A mechanism is proposed involving partial or full ionization into an allylic (or propargylic) carbocation and addnl. possibilities for multicatalytic tandem reactions are exemplified. 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 saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.Category: piperidines

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The Piloty-Robinson reaction of N-substituted piperidin-4-one azines. A novel route for the synthesis of 3,6-diazacarbazole was written by Alekseyev, R. S.;Kurkin, A. V.;Yurovskaya, M. A.. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2011.Recommanded Product: 1-Tosylpiperidin-4-one This article mentions the following:

The possibility of preparing 1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c’]dipyridines using the Piloty-Robinson reaction has been studied under various conditions. A novel method is proposed for the synthesis of the aromatic 3,6-diazacarbazole (5H-pyrrolo[3,2-c:4,5-c’]dipyridine) from 2,8-dibenzoyl-1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c’]dipyridine obtained for the first time by the Piloty-Robinson method under thermal conditions. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Recommanded Product: 1-Tosylpiperidin-4-one).

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. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Recommanded Product: 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem