911034-09-8

Basic information

• Product Name: (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid
• Synonyms: (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid
• CAS NO: 911034-09-8
• Molecular Weight: 551.519
• Mol File: 911034-09-8.mol

Chemical Properties

• CAS DataBase Reference: (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid(911034-09-8)
• EPA Substance Registry System: (S)-4-[N-(benzyloxycarbonyl)-L-phenylalanyl-L-alanyl]amino-6,6,6-trifluoro-5-oxohexanoic acid(911034-09-8)

Safety Data

• Hazardous Substances Data: 911034-09-8(Hazardous Substances Data)

Upstream product

• 911034-04-3 (4S)-tert-butyl 4-amino-6,6,6-trifluoro-5-hydroxyhexanoate 
• 911033-98-2 (4S,5S)-benzyl 4-[2-(tert-butoxycarbonyl)ethyl]-5-trifluoromethyl-5-(trimethylsilyloxy)oxazolidine-3-carboxylate 
• 23632-67-9 (S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid 
• 23632-68-0 4(S)-(2-tert-butoxycarbonylethyl)-5-oxo-oxazolidine 3-carboxylic acid benzyl ester 
• 3338-39-4 N-benzyloxycarbonyl-L-phenylalanyl-L-alanine 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 911034-00-9 (4S,5R)-benzyl 4-[2-(tert-butoxycarbonyl)ethyl]-5-trifluoromethyl-5-hydroxyoxazolidine-3-carboxylate 
• 911034-02-1 (4S)-tert-butyl 4-(benzyloxycarbonyl)amino-6,6,6-trifluoro-5-hydroxyhexanoate 

Relevant articles and documents

Synthesis of glutamic acid and glutamine peptides possessing a trifluoromethyl ketone group as SARS-CoV 3CL protease inhibitors

Trifluoromethyl-β-amino alcohol 11 [(4S)-tert-butyl 4-amino-6,6,6-trifluoro-5-hydroxyhexanoate] was synthesized in five steps starting from Cbz-l-Glu-OH 5 where the key step involved the introduction of the trifluoromethyl (CF3) group to oxazolidinone 7, resulting in the formation of silyl ether 8 [(4S,5S)-benzyl 4-(2-(tert-butoxycarbonyl)ethyl)-5-(trifluoromethyl)-5-(trimethylsilyloxy)oxazolidine-3-carboxylate]. Compound 11 was then converted into four tri- and tetra-glutamic acid and glutamine peptides (1-4) possessing a CF3-ketone group that exhibited inhibitory activity against severe acute respiratory syndrome coronavirus protease (SARS-CoV 3CLpro).