Ecological base-conditioned preparation of dipeptides using unprotected α-amino acids containing hydrophilic side chains
The coupling reactions of 3-phenylpropanoic acid and Ncarboxybenzyl á-amino acids with unprotected á-amino acids containing hydrophilic side chains such as aliphatic alcohol, aromatic alcohol, thiol, carboxylic acid, and amide afforded the corresponding amides in 6696% yield without racemization via the corresponding mixed carbonic carboxylic anhydrides under basic conditions through an ecological green synthetic method.
Convenient peptide synthesis using unprotected α-amino acids containing another hydrophilic moiety under basic conditions
Carboxylic acids 1 and 7 reacted effectively with unprotected α-amino acids 2 containing another hydrophilic moiety under basic conditions via activation by ethyl chloroformate and triethylamine to afford the corresponding amides in 7499% yields.
Noguchi, Takuya,Jung, Seunghee,Imai, Nobuyuki
scheme or table
p. 577 - 579
(2012/08/08)
Convenient peptide synthesis without protection of C-Terminals
Condensation of carboxylic acids 1 and 5 with unprotected α-amino acids 2 via activation by ethyl chloroformate and triethylamine proceeded effectively to afford the corresponding amides in 5099% yields. Tripeptide 7c was obtained in 42% yield from the dipeptide 6c in a similar manner.