SYNTHESIS OF OPTICALLY PURE ALPHA-HYDROXYGLYCINE PEPTIDES

Authors
BOGENSTATTER M STEGLICH W
Citation
M. Bogenstatter et W. Steglich, SYNTHESIS OF OPTICALLY PURE ALPHA-HYDROXYGLYCINE PEPTIDES, Tetrahedron, 53(21), 1997, pp. 7267-7274
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
21
Year of publication
1997
Pages
7267 - 7274
Database
ISI
SICI code
0040-4020(1997)53:21<7267:SOOPAP>2.0.ZU;2-Z
Abstract
Optically pure alpha-hydroxyglycine peptides can be prepared by enzyma tic resolution of DL-alpha-(benzyloxy)glycine peptide esters with subt ilisin Carlsberg followed by hydrogenolysis of the benzyl protecting g roup. The DL-alpha-(benzyloxy)glycine peptide esters were obtained fro m the corresponding serine derivatives via lead tetraacetate oxidation and reaction of the resulting electrophilic glycine equivalents with benzyl alcohol. (C) 1997 Elsevier Science Ltd.