On the total synthesis and preliminary biological evaluations of 15(R) and15(S) aza-dEpoB: A Mitsunobu inversion at C15 in pre-epothilone fragments

Authors
Stachel, SJ Chappell, MD Lee, CB Danishefsky, SJ Chou, TC He, LF Horwitz, SB
Citation
Sj. Stachel et al., On the total synthesis and preliminary biological evaluations of 15(R) and15(S) aza-dEpoB: A Mitsunobu inversion at C15 in pre-epothilone fragments, ORG LETT, 2(11), 2000, pp. 1637-1639
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
11
Year of publication
2000
Pages
1637 - 1639
Database
ISI
SICI code
1523-7060(20000601)2:11<1637:OTTSAP>2.0.ZU;2-F
Abstract
[GRAPHICS] The syntheses of two epothilone analogues, 15(S)-aza-12,13-desoxyepothilone B and the epimeric 15(R)-aza-12,13-desoxyepothitone B, are described. A Mi tsunobu inversion was utilized for elaboration of pre epothilone fragments to the corresponding macrolactam. Tubulin binding and cytotoxicity profiles of these analogues are presented.