245529-50-4

Basic information

• Product Name: (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester
• Synonyms: (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester
• CAS NO: 245529-50-4
• Molecular Weight: 247.337
• Mol File: 245529-50-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester(245529-50-4)
• EPA Substance Registry System: (R)-1-benzylpiperidine-3-carboxylic acid ethyl ester(245529-50-4)

Safety Data

• Hazardous Substances Data: 245529-50-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 25137-01-3 (R)-ethyl nipecotate 
• 72551-50-9 N-benzyl-3-(ethoxycarbonyl)pyridinium bromide 
• 100-44-7 benzyl chloride 
• 163343-71-3 (R)-piperidine-3-carboxylic acid ethyl ester*l-tartaric acid 
• 71962-74-8 Ethyl nipecotate 

Downstream Products

• 454713-13-4 tert-butyl (R)-(+)-(N-benzylpiperidin-3-yl)carbamate 
• 309956-78-3 (R)-piperidin-3-ylcarbamic acid tert-butyl ester 
• 334618-23-4 3-(R)-aminopiperidine dihydrochloride 

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.

Enantioselective addition of diethylzinc to aldehydes catalyzed by ethyl nipecotate- derived new chiral ligand

(R)-(-)-Diphenyl-(N-methylpiperidin-3-yl)methanol (3) derived from (±)- ethyl nipecotate catalyzed the enantioselective addition of diethylzinc to various aldehydes in good to moderate optical yield (40% - 81%).