Total synthesis of a Pepstatin analogue incorporating two trifluoromethyl hydroxymethylene isosteres

Authors
Pesenti, C Arnone, A Aubertin, AM Bravo, P Frigerio, M Panzeri, W Schmidt, S Viani, F Zanda, M
Citation
C. Pesenti et al., Total synthesis of a Pepstatin analogue incorporating two trifluoromethyl hydroxymethylene isosteres, TETRAHEDR L, 41(37), 2000, pp. 7239-7243
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
37
Year of publication
2000
Pages
7239 - 7243
Database
ISI
SICI code
0040-4039(20000909)41:37<7239:TSOAPA>2.0.ZU;2-6
Abstract
The total synthesis of a trifluoromethyl (Tfm) analogue of the aspartate pr otease inhibitor Pepstatin has been accomplished via incorporation of two a lpha-Tfm-amino beta-hydroxy peptide isosteres instead of the natural statin e units. The title compound as well as several Tfm-substituted precursors d id not show anti-HIV activity. (C) 2000 Elsevier Science Ltd. All rights re served.