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2005
Peptides
U 0400
09- 193
Synthesis of Optically Pure Peptide-Like Derivatives of 4-(1-Adamantyl)benzoic
Acid. — Schotten—Baumann reaction of title adamantylbenzoic acid (I) with optically
active amino acids provides access to the corresponding amides in high optical purity.
Further peptide formation is studied in two systems. It is shown that reaction of amide
(III) with L-valine methyl ester (IV) proceeds with excellent stereoselectivity in the
presence of DCC, while the use of CDI leads to partial epimerization at the initial amide
stereocenter. — (KRASNIKOV, S. V.; REMIZOVA, I. V.; OBUKHOVA, T. A.;
DANILOVA, A. S.; Izv. Vyssh. Uchebn. Zaved., Khim. Khim. Tekhnol. 47 (2004) 6,
110-112; Yaroslavskii gos. tekh. univ., Yaroslavl' 150023, Russia; Russ., Abstr. Eng.)
— Mischke
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