323196-01-6

Basic information

• Product Name: N-phenylfluorenyl-(S)-2-amino-4-pentenoic acid
• Synonyms: N-phenylfluorenyl-(S)-2-amino-4-pentenoic acid
• CAS NO: 323196-01-6
• Molecular Weight: 355.436
• Mol File: 323196-01-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-phenylfluorenyl-(S)-2-amino-4-pentenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-phenylfluorenyl-(S)-2-amino-4-pentenoic acid(323196-01-6)
• EPA Substance Registry System: N-phenylfluorenyl-(S)-2-amino-4-pentenoic acid(323196-01-6)

Safety Data

• Hazardous Substances Data: 323196-01-6(Hazardous Substances Data)

Upstream product

• 16338-48-0 L-allylglycine 
• 135722-56-4 ethyl (RS)-N-(tert-butoxycarbonyl)-2-aminopent-4-enoate 
• 55135-66-5 9-bromo-9-phenyl-9H-fluorene 
• 90600-20-7 (2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid 
• 659726-50-8 tert-butyl (2S)-2-[N-(9-phenylfluoren-9-yl)amino]pent-4-enoate 

Downstream Products

• 743442-79-7 t-butyl (2S,4R)-5-azido-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 743442-74-2 t-butyl (2S,4S)-5-azido-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 743442-80-0 t-butyl (2S,4R)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 
• 743442-75-3 t-butyl (2S,4S)-5-[N',N''-bis(benzyloxycarbonyl)guanidino]-2-N-(9-phenyl-9H-fluoren-9-yl)amino-4-N-(2-trimethylsilylethanesulfonyl)aminopentanoate 

Relevant articles and documents

Selective tert-butyl ester deprotection in the presence of acid labile protecting groups with use of ZnBr2

Chemoselective hydrolysis of tert-butyl esters in the presence of other acid-labile groups has been explored by employing α-amino esters and ZnBr2 in DCM. Although N-Boc and N-trityl groups were found to the labile, PhF protected amines were compatible with these Lewis acid deprotection conditions such that a variety of N-(PhF)amino acids were prepared in good yields from their corresponding tert-butyl esters.

N-substituted 2-amino-4-pentenoic acids for amino acid protection and resolution

N-Substituted 2-amino-4-pentenoic acid derivatives employed for the protection of racemic amino acids were shown to be capable of permitting the chromatographic separation of R and S isomers. When N(α) was disubstituted with benzyl and phenylfluorenyl groups, the racemic amino acids could be separated with facility on open silica gel columns. Further, the optically pure N-protected amino acids so derived could be used for the preparation of misacylated suppressor transfer RNAs. (C) 2000 Elsevier Science Ltd.