168466-84-0

Basic information

• Product Name: (R)-3-Amino-1-benzylpiperidine
• Synonyms: (R)-3-AMINO-1-BENZYL-PIPERIDINE;(R)-1-BENZYL-PIPERIDIN-3-YLAMINE;(R)-1-BENZYL-3-AMINOPIPERIDINE;1-BENZYL-PIPERIDIN-(R)-3-YLAMINE;(r)-n-benzyl-3-amino-piperidine;(R)-1-benzylpiperidin-3-amine;C-3101R;1-Benzyl-3-aMinopiperidine 98% EE99%
• CAS NO: 168466-84-0
• Molecular Formula: C₁₂H₁₈N₂
• Molecular Weight: 190.28
• Product Categories: Piperidine
• Mol File: 168466-84-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 281.2 °C at 760 mmHg
• Flash Point: 113℃
• Appearance: /
• Density: 1.037 g/cm³
• Vapor Pressure: 0.00363mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: 2-8°C(protect from light)
• PKA: 10.21±0.20(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: (R)-3-Amino-1-benzylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-3-Amino-1-benzylpiperidine(168466-84-0)
• EPA Substance Registry System: (R)-3-Amino-1-benzylpiperidine(168466-84-0)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25-36/37/38
• Safety Statements: 45-37-26
• Hazardous Substances Data: 168466-84-0(Hazardous Substances Data)

Usage

Chemical Properties

White powder or yellow liquid

Uses

(R)-3-Amino-1-benzylpiperidine is used as an organic chemical synthesis intermediate.

InChI:InChI=1/C12H18N2/c13-12-7-4-8-14(10-12)9-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10,13H2/t12-/m1/s1

Upstream product

• 245529-50-4 (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester 
• 100-46-9 benzylamine 
• 168466-80-6 (R)-N-benzylpiperidine-3-carboxamide 
• 309912-61-6 (5R)-1-benzyl-5-(N,N-dibenzylamino)-piperidin-2-one 

Downstream Products

• 1354011-07-6 (R)-1-benzyl-N-methylpiperidine-3-amine 
• 309956-78-3 (R)-piperidin-3-ylcarbamic acid tert-butyl ester 
• 454713-13-4 tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate 
• 1315494-61-1 N-[(3R)-1-(phenylmethyl)-piperidin-3-yl]-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-amine 
• 334618-23-4 3-(R)-aminopiperidine dihydrochloride 
• 1131347-97-1 (R)-1-benzyl-N-(2-iodo-5-methoxyphenethyl)piperidin-3-amine 
• 168466-78-2 (R)-3-(methoxyacetylamino)-1-phenylmethylpiperidine 

Relevant articles and documents

Synthesis method of chiral 3-aminopiperidine and derivatives of 3-aminopiperidine

The invention relates to a synthesis method of chiral 3-aminopiperidine and derivatives of 3-aminopiperidine. According to the synthesis method, R (or S)-piperidine-3-ethyl formate-L (or D)-tartrate is subjected to a hydrazinolysis reaction after being subjected to benzyl protection, and R or S-1-benzyl-3-aminopiperidine is obtained through azidation and Curtius rearrangement. R or S-1-benzyl-3-aminopiperidine is subjected to debenzylation, R or S-3-aminopiperidine can be obtained, R or S-1-benzyl-3-aminopiperidine is subjected to 3-t-butyloxycarboryl protection and debenzylation in sequence,R or S-(3-t-butyloxycarborylamino) piperidine can be obtained, and corresponding salts of R or S-3-aminopiperidine can be obtained through hydrolyzing deprotection of R or S-(3-t-butyloxycarborylamino) piperidine under the acidic condition. The synthesis method of chiral 3-aminopiperidine and the derivatives of 3-aminopiperidine is low in cost, facilitates industrialization and has high optical purity.

METHOD FOR PRODUCING OPTICALLY ACTIVE 3-AMINOPIPERIDINE OR SALT THEREOF

The present invention relates to a method for producing an optically active 3-aminopiperidine or salt thereof. In the method, a racemic nipecotamide is stereoselectively hydrolyzed to obtain an optically active nipecotamide and an optically active nipecotic acid in the presence of an enzyme source derived from an organism, and then the optically active nipecotamide is derived into an optically active aminopiperidine or salt thereof by aroylation, Hofmann rearrangement, deprotection of the amino group and further deprotection; or the optically active nipecotamide is derived into an optically active aminopiperidine or salt thereof by selective protection with BOC, Hofmann rearrangement and further deprotection. It is possible by the present invention to produce an optically active 3-aminopiperidine or salt thereof useful as a pharmaceutical intermediate from an inexpensive and easily available starting material by easy method applicable to industrial manufacturing.

Optically active imidazolidinone derivatives and processes for preparing them

An optically active imidazolidinone derivative represented by general formula (1), having a cholinergic activity (a muscarine M1 activity) and being useful for treating senile dementia, a pharmacologically acceptable acid-addition salt thereof,