STEREOSPECIFIC SYNTHESIS OF 4-CARBOXYPHENYLALANINE AND DERIVATIVES FOR USE IN FMOC-BASED SOLID-PHASE PEPTIDE-SYNTHESIS

Authors
WANG W OBEYESEKERE NU MCMURRAY JS
Citation
W. Wang et al., STEREOSPECIFIC SYNTHESIS OF 4-CARBOXYPHENYLALANINE AND DERIVATIVES FOR USE IN FMOC-BASED SOLID-PHASE PEPTIDE-SYNTHESIS, Tetrahedron letters, 37(37), 1996, pp. 6661-6664
Citations number
17
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
37
Year of publication
1996
Pages
6661 - 6664
Database
ISI
SICI code
0040-4039(1996)37:37<6661:SSO4AD>2.0.ZU;2-R
Abstract
Starting from N (alpha)-benzyloxycarbonyl-L-tyrosine(O-triflat) benzyl ester, we have prepared enantiomerically pure 4-carboxyphenylalanine and 4-methoxycarbonylphenylalanine derivatives using palladium (0) cat alyzed carbonylation reactions. These unnatural amino acids were suita bly protected and were used in solid-phase peptide synthesis using the Fmoc/t-butyl approach. Copyright (C) 1996 Elsevier Science Ltd