An expedient synthesis of the amide analog of the potent antifungal lipopeptidolactone FR901469

Authors
Barrett, D Tanaka, A Fujie, A Shigematsu, N Hashimoto, M Hashimoto, S
Citation
D. Barrett et al., An expedient synthesis of the amide analog of the potent antifungal lipopeptidolactone FR901469, TETRAHEDR L, 42(4), 2001, pp. 703-705
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
4
Year of publication
2001
Pages
703 - 705
Database
ISI
SICI code
0040-4039(20010122)42:4<703:AESOTA>2.0.ZU;2-Z
Abstract
An expedient synthesis of the lactam analog (2) of the 40-membered lipopept idolactone antifungal antibiotic, FR901469 (1), is described. The key steps in this synthesis are a novel biotransformation of the natural product to produce the highly versatile linear peptide building block 3, and efficient formation of the 40-membered ring by macrolactamization under high-dilutio n conditions. (C) 2001 Elsevier Science Ltd. All rights reserved.