Tag: 200-300

A Noncoordinating Acid-Base Catalyst for the Mild and Nonreversible tert-Butylation of Alcohols and Phenols was written by Fandrick, Keith R.;Patel, Nitinchandra D.;Radomkit, Suttipol;Chatterjee, Arindom;Braith, Stefan;Fandrick, Daniel R.;Busacca, Carl A.;Senanayake, Chris H.. And the article was included in Journal of Organic Chemistry in 2021.Electric Literature of C11H21NO3 This article mentions the following:

A mild and nonreversible tert-butylation of alcs. and phenols can be achieved in high yields using the noncoordinating acid-base catalyst [bis(trifluoromethane)sulfonimide and 2,6-lutidine] with a tert-butylation reagent, tert-Bu 2,2,2-trichloroacetimidate. This method allows the use of substrates containing acid sensitive groups such as ketal, Boc, and boronate esters. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Electric Literature of C11H21NO3).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Electric Literature of C11H21NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

An Old Story in the Parallel Synthesis World: An Approach to Hydantoin Libraries was written by Bogolubsky, Andrey V.;Moroz, Yurii S.;Savych, Olena;Pipko, Sergey;Konovets, Angelika;Platonov, Maxim O.;Vasylchenko, Oleksandr V.;Hurmach, Vasyl V.;Grygorenko, Oleksandr O.. And the article was included in ACS Combinatorial Science in 2018.Recommanded Product: 1-(Methylsulfonyl)piperidin-4-amine hydrochloride This article mentions the following:

An approach to the parallel synthesis of hydantoin libraries by reaction of in situ generated 2,2,2-trifluoroethylcarbamates and 浼?amino esters was developed. To demonstrate utility of the method, a library of 1158 hydantoins designed according to the lead-likeness criteria (MW 200-350, cLogP 1-3) was prepared The success rate of the method was analyzed as a function of physicochem. parameters of the products, and it was found that the method can be considered as a tool for lead-oriented synthesis. A hydantoin-bearing submicromolar primary hit acting as an Aurora kinase A inhibitor was discovered with a combination of rational design, parallel synthesis using the procedures developed, in silico and in vitro screenings. In the experiment, the researchers used many compounds, for example, 1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1Recommanded Product: 1-(Methylsulfonyl)piperidin-4-amine hydrochloride).

1-(Methylsulfonyl)piperidin-4-amine hydrochloride (cas: 651057-01-1) belongs to piperidine derivatives. The piperidine moiety constitutes an important building block for the synthesis of a variety of bioactive natural products, alkaloids and other drugs. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Recommanded Product: 1-(Methylsulfonyl)piperidin-4-amine hydrochloride

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Design, Synthesis, and Structure-Activity Relationships of Novel Bicyclic Azole-amines as Negative Allosteric Modulators of Metabotropic Glutamate Receptor 5 was written by Burdi, Douglas F.;Hunt, Rachel;Fan, Lei;Hu, Tao;Wang, Jun;Guo, Zihong;Huang, Zhiqiang;Wu, Chengde;Hardy, Larry;Detheux, Michel;Orsini, Michael A.;Quinton, Maria S.;Lew, Robert;Spear, Kerry. And the article was included in Journal of Medicinal Chemistry in 2010.Synthetic Route of C12H15NO3S This article mentions the following:

A novel series of diaryl bicyclic azole-amines that are potent selective neg. modulators of metabotropic glutamate receptor 5 (mGluR5) were identified through rational design. An initial hit compound, I, of modest potency (IC₅₀ = 1.2 娓璏) was synthesized. Evaluation of structure-activity relationships (SAR) on the left-hand side of the mol. revealed a preference for a 2-substituted pyridine group linked directly to the central heterocycle. Variation of the central azolo-amine portion of the mol. revealed a preference for the [4,5-c]-oxazoloazepine scaffold, while right-hand side variants showed a preference for ortho- and meta-substituted benzene rings linked directly to the tertiary amine of the saturated heterocycle. These iterations led to the synthesis of II, a potent (IC₅₀ = 16 nM) and selective neg. modulator that showed good brain penetrance, high receptor occupancy, and a duration of action greater than 1 h in rat when administered i.p. Formal PK studies in rat and Rhesus monkey revealed a short half-life that was attributable to high first-pass clearance. 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. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Synthetic Route of C12H15NO3S

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rapid synthesis of 4-benzyl-4-aminopiperidines by addition of Grignard reagents to N-(1-Boc-piperidin-4-ylidene)-tert-butanesulfinyl imine was written by Caldwell, John J.;Collins, Ian. And the article was included in Synlett in 2006.Application In Synthesis of 1-Tosylpiperidin-4-one This article mentions the following:

Two concise methods for the synthesis of aryl-substituted 4-benzyl-4-aminopiperidines by the addition of benzyl Grignard reagents to sulfinyl imines were developed. The hydration-prone tert-butylsulfinyl imine derived from N-Boc-piperidin-4-one was trapped as a stable 浼?sulfinylamino nitrile, which underwent displacement of the nitrile on treatment with Grignard reagents. Alternatively, benzyl and allyl Grignards added to the sulfinyl imine in situ in a one-pot procedure. Acid deprotection provided various substituted 4-benzyl-4-aminopiperidines. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Application In Synthesis of 1-Tosylpiperidin-4-one).

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 prefers a chair conformation, similar to cyclohexane. Unlike cyclohexane, piperidine has two distinguishable chair conformations: one with the N閳ユ弻 bond in an axial position, and the other in an equatorial position.Application In Synthesis of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

syn-Selective alkylarylation of terminal alkynes via the combination of photoredox and nickel catalysis was written by Guo, Lei;Song, Fan;Zhu, Shengqing;Li, Huan;Chu, Lingling. And the article was included in Nature Communications in 2018.Recommanded Product: 406235-30-1 This article mentions the following:

An intermol., regio- and syn-stereoselective alkylarylation of terminal alkynes with tertiary alkyl oxalates via photoredox-Ni dual catalysis was described. This catalytic protocol, synergistically combining Ir/Ni-catalyzed alkyne difunctionalization with photoinduced alkene isomerization, afforded trisubstituted alkenes, e.g., I with excellent efficiency and syn-stereoselectivity. The mild conditions tolerated many functional groups, allowing for a broad scope with respect to terminal alkynes, aryl bromides, and alkyl oxalates. In the experiment, the researchers used many compounds, for example, 1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1Recommanded Product: 406235-30-1).

1-Boc-4-Hydroxy-4-methylpiperidine (cas: 406235-30-1) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. 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.Recommanded Product: 406235-30-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Rhodium-Catalyzed Intermolecular Cyclopropanation of Benzofurans, Indoles, and Alkenes via Cyclopropene Ring Opening was written by Ross, Rachel J.;Jeyaseelan, Rubaishan;Lautens, Mark. And the article was included in Organic Letters in 2020.Quality Control of 1-Tosylpiperidin-4-one This article mentions the following:

The generation of metal carbenoids via ring opening of cyclopropenes by transition metals offers a simple entry into highly reactive intermediates. Herein, we describe a diastereoselective intermol. rhodium-catalyzed cyclopropanation of heterocycles and alkenes using cyclopropenes as carbene precursors with a low loading of a com. available rhodium catalyst. The reported method is scalable and could be performed with catalyst loadings as low as 0.2 mol %, with no impact to the reaction yield or selectivity. 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 metabolite of cadaverine, a polyamine found in the human intestine. Piperidine derivatives bearing a masked aldehyde function in the 钄?position are easily transformed into quinolizidine compounds through intramolecular reductive amination.Quality Control of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The Discovery and Optimization of a Novel Class of Potent, Selective, and Orally Bioavailable Anaplastic Lymphoma Kinase (ALK) Inhibitors with Potential Utility for the Treatment of Cancer was written by Lewis, Richard T.;Bode, Christiane M.;Choquette, Deborah M.;Potashman, Michele;Romero, Karina;Stellwagen, John C.;Teffera, Yohannes;Moore, Earl;Whittington, Douglas A.;Chen, Hao;Epstein, Linda F.;Emkey, Renee;Andrews, Paul S.;Yu, Violeta L.;Saffran, Douglas C.;Xu, Man;Drew, Allison;Merkel, Patricia;Szilvassy, Steven;Brake, Rachael L.. And the article was included in Journal of Medicinal Chemistry in 2012.SDS of cas: 892493-65-1 This article mentions the following:

A class of 2-acyliminobenzimidazoles has been developed as potent and selective inhibitors of anaplastic lymphoma kinase (ALK). Structure based design facilitated the rapid development of structure-activity relationships (SAR) and the optimization of kinase selectivity. Introduction of an optimally placed polar substituent was key to solving issues of metabolic stability and led to the development of potent, selective, orally bioavailable ALK inhibitors. Compound I [Ar = 3,5-F₂Ph] achieved substantial tumor regression in an NPM-ALK driven murine tumor xenograft model when dosed qd. Compound I [Ar = 3,5-F₂Ph, 4-FPh] show favorable potency and PK characteristics in preclin. species indicative of suitability for further development. In the experiment, the researchers used many compounds, for example, tert-Butyl piperidine-4-carboxylate hydrochloride (cas: 892493-65-1SDS of cas: 892493-65-1).

tert-Butyl piperidine-4-carboxylate hydrochloride (cas: 892493-65-1) belongs to piperidine derivatives. Piperidine is a saturated organic heteromonocyclic parent, an azacycloalkane, a secondary amine and a member of piperidines. 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.SDS of cas: 892493-65-1

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

The 浼?tertiary amine motif drives remarkable selectivity for Pd-catalyzed carbonylation of 灏?methylene C-H bonds was written by Hogg, Kirsten F.;Trowbridge, Aaron;Alvarez-Perez, Andrea;Gaunt, Matthew J.. And the article was included in Chemical Science in 2017.SDS of cas: 33439-27-9 This article mentions the following:

The selective C-H carbonylation of methylene bonds in the presence of traditionally more reactive Me C-H and C(sp²)-H bonds in 浼?tertiary amines was reported. The exceptional selectivity was driven by the bulky 浼?tertiary amine motif, the hypothesis orientates the activating C-H bond proximal to Pd in order to avoid an unfavorable steric clash with a second 浼?tertiary amine on the Pd center, promoting preferential cyclopalladation at the methylene position. The reaction tolerated a range of structurally interesting and synthetically versatile functional groups, delivered the corresponding 灏?lactam products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9SDS of 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. 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.SDS of cas: 33439-27-9

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Cobalt-Catalyzed Aerobic Oxidative Cleavage of Alkyl Aldehydes: Synthesis of Ketones, Esters, Amides, and 浼?Ketoamides was written by Li, Tingting;Hammond, Gerald B.;Xu, Bo. And the article was included in Chemistry – A European Journal in 2021.Safety of 1-Tosylpiperidin-4-one This article mentions the following:

A widely applicable approach was developed to synthesize ketones, esters, amides via the oxidative C-C bond cleavage of readily available alkyl aldehydes. Green and abundant mol. oxygen (O₂) was used as the oxidant, and base metals (cobalt and copper) were used as the catalysts. This strategy can be extended to the one-pot synthesis of ketones from primary alcs. and 浼?ketoamides from aldehydes. In the experiment, the researchers used many compounds, for example, 1-Tosylpiperidin-4-one (cas: 33439-27-9Safety of 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. 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.Safety of 1-Tosylpiperidin-4-one

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem

Structure-activity relationship in the oxazolidinone-quinolone hybrid series: influence of the central spacer on the antibacterial activity and the mode of action was written by Hubschwerlen, Christian;Specklin, Jean-Luc;Baeschlin, Daniel K.;Borer, Yves;Haefeli, Sascha;Sigwalt, Christine;Schroeder, Susanne;Locher, Hans H.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2003.Synthetic Route of C13H17NO3 This article mentions the following:

Oxazolidinone-quinolone hybrids, which combine the pharmacophores of a quinolone and an oxazolidinone, were synthesized and shown to be active against a variety of susceptible and resistant Gram-pos. and Gram-neg. bacteria. The nature of the spacer greatly influences the antibacterial activity by directing the mode of action, that is quinolone- and/or oxazolidinone-like activity. The best compounds in this series have a balanced dual mode of action and overcome all types of resistance, including resistance to quinolones and linezolid, in clin. relevant Gram-pos. pathogens. In the experiment, the researchers used many compounds, for example, Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4Synthetic Route of C13H17NO3).

Benzyl 3-hydroxypiperidine-1-carboxylate (cas: 95798-22-4) 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. The piperidine and polyhydroxylated indolizidine derivatives have shown to be promising 浼?glucosidase inhibitors. The former are analogs of DNJ with an improved 浼?glucosidase inhibitory profile than that of DNJ. Boisson et al.Synthetic Route of C13H17NO3

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem