281208-44-4

Basic information

• Product Name: tert-butyl-(3S)-3-{[(benzyloxy)carbonyl]amino}-4-pentenoate
• Synonyms: tert-butyl-(3S)-3-{[(benzyloxy)carbonyl]amino}-4-pentenoate
• CAS NO: 281208-44-4
• Molecular Weight: 305.374
• Mol File: 281208-44-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: tert-butyl-(3S)-3-{[(benzyloxy)carbonyl]amino}-4-pentenoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl-(3S)-3-{[(benzyloxy)carbonyl]amino}-4-pentenoate(281208-44-4)
• EPA Substance Registry System: tert-butyl-(3S)-3-{[(benzyloxy)carbonyl]amino}-4-pentenoate(281208-44-4)

Safety Data

• Hazardous Substances Data: 281208-44-4(Hazardous Substances Data)

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 98482-70-3 (S)-4-oxo-3-{[(phenylmethoxy)carbonyl]amino}butanoic acid 1,1-dimethylethyl ester 

Downstream Products

• 281208-45-5 (3S)-3-{[(benzyloxy)carbonyl]amino}-4-pentenoic acid 
• 281208-50-2 benzyl (2S,3S)-2-cyclohexylmethyl-5-oxotetrahydrofuran-3-ylcarbamate 
• 281208-46-6 benzyl (2R,3S)-2-(iodomethyl)-5-oxotetrahydrofuran-3-ylcarbamate 
• 281208-53-5 (4S,5S)-4-amino-5-(cyclohexylmethyl)-dihydrofuran-2(3H)-one 

Relevant articles and documents

Iodolactonization of 3-amino-4-pentenoic acid: a stereoselective synthesis of syn-γ-hydroxy-β-amino acids

The reaction of (S)-3-N-Cbz-4-pentenoic acid with iodine in acetonitrile in the presence of AgOTf gave the cis-iodo-lactone 6 in excellent yield and in a highly diastereoselective manner. The substitutions of the iodine in 6 by different Grignard reagents in the presence of CuI and the subsequent conversions into the functionalized syn-γ-hydroxy-β-amino acids have been investigated. By the above reaction sequence, (3S,4S)-3-amino-4-hydroxy-5-cyclohexyl pentanoic acid was synthesized with high enantioselectivity.