639458-49-4

Basic information

• Product Name: 1-Piperidinecarboxylic acid, 2-[2-(acetyloxy)ethyl]-, 1,1-dimethylethyl ester, (2S)-
• CAS NO: 639458-49-4
• Molecular Formula: C14H25NO4
• Molecular Weight: 271.357
• Mol File: 639458-49-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Piperidinecarboxylic acid, 2-[2-(acetyloxy)ethyl]-, 1,1-dimethylethyl ester, (2S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Piperidinecarboxylic acid, 2-[2-(acetyloxy)ethyl]-, 1,1-dimethylethyl ester, (2S)-(639458-49-4)
• EPA Substance Registry System: 1-Piperidinecarboxylic acid, 2-[2-(acetyloxy)ethyl]-, 1,1-dimethylethyl ester, (2S)-(639458-49-4)

Safety Data

• Hazardous Substances Data: 639458-49-4(Hazardous Substances Data)

Upstream product

• 108-05-4 vinyl acetate 
• 118811-03-3 tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate 

Downstream Products

• 639458-44-9 (S,S)-2-(2-hydroxy-2-phenyl-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 639458-43-8 (S)-2-(2-oxo-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 311772-70-0 (R)-2-((R)-2-hydroxy-2-phenylethyl)-piperidine-1-carboxylic acid tert-butyl ester 
• 497-88-1 (-)-sedamine 
• 67008-23-5 (2R)-2-((2R)-2-hydroxy-2-phenylethyl)-1-methylpiperidine 
• 199942-74-0 (S)-2-(2-hydroxy-ethyl)-piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Remote Stereocenter Discrimination in the Enzymatic Resolution of Piperidine-2-ethanol. Short Enantioselective Synthesis of Sedamine and Allosedamine

Kinetic resolution of N-Boc-piperidine-2-ethanol (2), a case of remote stereocenter discrimination, was accomplished by sequential transesterification mediated by two enzymes, Lipase PS and porcine pancreatic lipase, showing opposite enantioselectivity. The gram-scale availability of the two enantiomeric N-Boc alcohols 2a (R) and 2c (S) enlarges their synthetic exploitation for the enantioselective preparation of piperidine alkaloids. As an example, the convenient three-step synthesis of both the enantiomers of sedamine and allosedamine is described.