17305-22-5

Basic information

• Product Name: (S)-(+)-3-METHYLPIPERIDINE
• Synonyms: (S)-(+)-3-METHYLPIPERIDINE;(3S)-3-METHYLPIPERIDINE;(S)-(+)-3-Methyl-piperidine, 98%ee, 98%
• CAS NO: 17305-22-5
• Molecular Formula: C₆H₁₃N
• Molecular Weight: 99.17
• Mol File: 17305-22-5.mol

Chemical Properties

• Boiling Point: 126℃
• Flash Point: 17℃
• Appearance: /
• Density: 0.809±0.06 g/cm3(Predicted)
• PKA: 10.49±0.10(Predicted)
• CAS DataBase Reference: (S)-(+)-3-METHYLPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-3-METHYLPIPERIDINE(17305-22-5)
• EPA Substance Registry System: (S)-(+)-3-METHYLPIPERIDINE(17305-22-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 17305-22-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-(+)-3-METHYLPIPERIDINE is used as a key intermediate in the synthesis of various pharmaceuticals for its reactivity and versatility, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
(S)-(+)-3-METHYLPIPERIDINE is used as a building block in the production of agrochemicals, facilitating the creation of effective compounds for agricultural applications.
Used in Organic Synthesis:
(S)-(+)-3-METHYLPIPERIDINE is used as a versatile building block in the synthesis of organic compounds, enabling the production of a wide range of chemical entities for various applications.
Used in Research Applications:
(S)-(+)-3-METHYLPIPERIDINE is used as a research chemical, allowing scientists to explore its properties and potential uses in the development of new compounds and materials.

Upstream product

• 626-56-2 3-Methylpiperidine 
• 15520-10-2 2-methylcadaverine 
• 737760-90-6 (S)-4-isopropyl-3-(5-methylpyridin-2-yl)oxazolidin-2-one 

Downstream Products

• 109152-48-9 (+)-(S)-N-benzoyl-3-methylpiperidine 
• 37675-27-7 (-)-(R)-N-benzoyl-3-methylpiperidine 
• 109069-00-3 4-((3-methylpiperidin-1-yl)sulfonyl)aniline 

Relevant articles and documents

Acylative kinetic resolution of racemic methyl-substituted cyclic alkylamines with 2,5-dioxopyrrolidin-1-yl (: R)-2-phenoxypropanoate

The diastereoselective acylation of a number of racemic methyl-substituted cyclic alkylamines with active esters of 2-phenoxypropanoic acid was studied in detail. The ester of (R)-2-phenoxypropanoic acid and N-hydroxysuccinimide was found to be the most selective agent. The highest stereoselectivity was observed in the kinetic resolution of racemic 2-methylpiperidine in toluene at -40 °C (selectivity factor s = 73) with the predominant formation of (R,R)-amide (93.7% de). To explain the observed stereoselectivity, DFT modelling of the transition states in the reactions of the title acylating agent with 2-methylpiperidine and 2-methylpyrrolidine was performed. The calculated values were in good agreement with experimental data. It has been demonstrated that the acylation proceeds via a concerted mechanism, in which the addition of an amine occurs simultaneously with the elimination of the hydroxysuccinimide fragment. The high stereoselectivity of the (R,R)-amide formation is largely ensured by the lower steric hindrances in the transition states as compared to the formation of (R,S)-amide.

Synthesis of: N -heterocycles from diamines via H2-driven NADPH recycling in the presence of O2

Herein, we report an enzymatic cascade involving an oxidase, an imine reductase and a hydrogenase for the H2-driven synthesis of N-heterocycles. Variants of putrescine oxidase from Rhodococcus erythropolis with improved activity were identified. Substituted pyrrolidines and piperidines were obtained with up to 97% product formation in a one-pot reaction directly from the corresponding diamine substrates. The formation of up to 93% ee gave insights into the specificity and selectivity of the putrescine oxidase.

METHOD FOR SYNTHESISING OPTICALLY ACTIVE PIPERIDINES BY THE HYDROGENATION OF OPTICALLY ACTIVE PYRIDINES

The invention relates to a method for preparing optically active piperidines by the hydrogenation of pyridines using a suitable catalyst. Said method enables the preparation of a plurality of piperidine derivatives with high optical purity and in high yields.

Efficient asymmetric hydrogenation of pyridines

Up to four stereocenters can be created efficiently in a single step by the asymmetric hydrogenation of oxazolidinone-substituted pyridines (see scheme). Furthermore, selective chirality transfer and nondestructive cleavage of the chiral auxiliary occur under the same reaction conditions, making an additional cleavage step unnecessary.

5-(heterocyclic alkyl)-6-aryl-dihydropyrimidines

This invention is directed to dihydropyrimidine compounds of the following formula: which are selective antagonists for human α1Creceptors. This invention is also related to uses of these compounds for lowering intraocular pressure, inhibiting cholesterol synthesis, relaxing lower urinary tract tissue, the treatment of benign prostatic hyperplasia, impotence, cardiac arrhythmia and for the treatment of any disease where antagonism of the α1Creceptor may be useful. The invention further provides a pharmaceutical composition comprising a therapeutically effective amount of the above-defined compounds and a pharmaceutically acceptable carrier.