SYNTHESIS OF THROMBIN INHIBITOR DUP-714

Authors
WITYAK J EARL RA ABELMAN MM BETHEL YB FISHER BN KAUFFMAN GS KETTNER CA MA P MCMILLAN JL MERSINGER LJ PESTI J PIERCE ME RANKIN FW CHORVAT RJ CONFALONE PN
Citation
J. Wityak et al., SYNTHESIS OF THROMBIN INHIBITOR DUP-714, Journal of organic chemistry, 60(12), 1995, pp. 3717-3722
Citations number
28
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
60
Issue
12
Year of publication
1995
Pages
3717 - 3722
Database
ISI
SICI code
0022-3263(1995)60:12<3717:SOTID>2.0.ZU;2-B
Abstract
The asymmetric synthesis of thrombin inhibitor DuP 714 (1) is describe d. The route uses the Matteson boronic ester homologation to prepare t he key intermediate, alpha-aminoboronic acid 4. New methodology was de veloped for the formamidination of boroornithine peptides and for pina nediol boronate ester cleavage.