160803-09-8

Basic information

• Product Name: tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate
• Synonyms: tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate
• CAS NO: 160803-09-8
• Molecular Weight: 377.481
• Mol File: 160803-09-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate(160803-09-8)
• EPA Substance Registry System: tert-butyl (4S,5S)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenyl-(E)-2-hexenoate(160803-09-8)

Safety Data

• Hazardous Substances Data: 160803-09-8(Hazardous Substances Data)

Upstream product

• 176504-90-8 dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate 
• 117384-45-9 (4R,5R)-di-tert-butyl tartrate 
• 51987-73-6 (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester 
• 7633-32-1 tert-butyl glyoxylate 
• 488760-73-2 tert-butyl (5S)-5-[N-(tert-butoxycarbonyl)amino]-4-oxo-6-phenyl-(E)-2-hexenoate 
• 160803-15-6 (E)-(4S,5S)-4-Acetoxy-5-tert-butoxycarbonylamino-6-phenyl-hex-2-enoic acid tert-butyl ester 

Relevant articles and documents

Diastereoselective reduction of a chiral N-Boc-protected δ-amino-α,β-unsaturated γ-keto ester Phe-Gly dipeptidomimetic

The readily available N-Boc-protected δ-amino α,β-unsaturated γ-keto ester 1 was diastereoselectively reduced to the corresponding alcohols 2 and 3, using boron- and aluminum-based reducing reagents. Reduction reactions were successful and resulted in anti/syn ratios of alcohols of >95:5 (80% yield), using LiAlH(O-t-Bu)3 in EtOH at -78 °C under chelation control, and 5:95 (98% yield), using NB-Enantride in THF at -78 °C under Felkin-Anh control.