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Configuratively Stable Dipeptide Aldehydes from D ‐Glucosamine Hydrochloride
Author(s) -
Kolter Thomas,
Klein Annegret,
Giannis Athanassios
Publication year - 1992
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199213911
Subject(s) - dipeptide , hydrochloride , chemistry , peptide , protease , d glucosamine , amino acid , glucosamine , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , enzyme
Chiral N ‐benzyloxycarbonyl‐protected amino acids and D ‐glucosamine hydrochloride are the starting materials for the two‐step synthesis of configuratively stable dipeptide aldehydes 1 and their subsequent products, peptide Michael acceptors 2 . These compounds may serve as synthetic building blocks and as potential protease inhibitors. Z = CO 2 CH 2 Ph; representative R and R′ groups are i Pr and O t Bu, respectively.
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