212556-97-3

Basic information

• Product Name: (S)-2-((E)-2-Methoxycarbonyl-vinyl)-piperidine-1-carboxylic acid benzyl ester
• CAS NO: 212556-97-3
• Molecular Weight: 303.358
• Mol File: 212556-97-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (S)-2-((E)-2-Methoxycarbonyl-vinyl)-piperidine-1-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-((E)-2-Methoxycarbonyl-vinyl)-piperidine-1-carboxylic acid benzyl ester(212556-97-3)
• EPA Substance Registry System: (S)-2-((E)-2-Methoxycarbonyl-vinyl)-piperidine-1-carboxylic acid benzyl ester(212556-97-3)

Safety Data

• Hazardous Substances Data: 212556-97-3(Hazardous Substances Data)

Upstream product

• 3433-37-2 piperidin-2-ylmethanol 
• 501-53-1 benzyl chloroformate 
• 105706-75-0 1-benzyloxycarbonyl-2-hydroxymethylpiperidine 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 212556-95-1 (S)-N-(benzyloxycarbonyl)-2-formylpiperidine 
• 212557-00-1 (S)-2-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester 

Downstream Products

• 18881-13-5 (+)-coniceine 
• 139894-04-5 hexahydro-indolizin-3-one 

Relevant articles and documents

Short syntheses of (S)-pipecolic acid, (R)-coniine, and (S)-δ-coniceine using biocatalytically-generated chiral building blocks

The kinetic resolutions of both (±)-N-(benzyloxycarbonyl-2- (hydroxymethyl)piperidine [(±)-5] and (±)-N(tert-butoxycarbonyl)-2- (hydroxymethyl)piperidine [(±)-6] catalyzed by the enzyme acylase I from Aspergillus species (AA-I) afforded the chiral building blocks (S)-5 and (S)- 6, respectively; which were used for the syntheses of the title natural products and derivatives of (S)-pipecolic acid. The syntheses were short (2- 4 steps) and proceeded with satisfactory overall yield.