On the Total Synthesis and Preliminary Biological Evaluations of 15(R) and 15(S) Aza-dEpoB: A Mitsunobu Inversion at C15 in Pre-Epothilone Fragments

Shawn J. Stachel, Mark D. Chappell, Chul Bom Lee, Samuel J. Danishefsky, Ting Chao Chou, Lifeng He, Susan Band Horwitz

Research output: Contribution to journalArticle

28 Citations (Scopus)

Abstract

(Equation Presented) The syntheses of two epothilone analogues, 15(S)-aza-12,13-desoxyepothilone B and the epimeric 15(R)-aza-12,13-desoxyepothilone B, are described. A Mitsunobu inversion was utilized for elaboration of pre-epothilone fragments to the corresponding macrolactam. Tubulin binding and cytotoxicity profiles of these analogues are presented.

Original languageEnglish (US)
Pages (from-to)1637-1639
Number of pages3
JournalOrganic Letters
Volume2
Issue number11
StatePublished - Jun 1 2000

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Epothilones
fragments
analogs
inversions
evaluation
Tubulin
synthesis
Cytotoxicity
profiles
15-aza-12,13-desoxyepothilone B

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

On the Total Synthesis and Preliminary Biological Evaluations of 15(R) and 15(S) Aza-dEpoB : A Mitsunobu Inversion at C15 in Pre-Epothilone Fragments. / Stachel, Shawn J.; Chappell, Mark D.; Lee, Chul Bom; Danishefsky, Samuel J.; Chou, Ting Chao; He, Lifeng; Band Horwitz, Susan.

In: Organic Letters, Vol. 2, No. 11, 01.06.2000, p. 1637-1639.

Research output: Contribution to journalArticle

Stachel, Shawn J. ; Chappell, Mark D. ; Lee, Chul Bom ; Danishefsky, Samuel J. ; Chou, Ting Chao ; He, Lifeng ; Band Horwitz, Susan. / On the Total Synthesis and Preliminary Biological Evaluations of 15(R) and 15(S) Aza-dEpoB : A Mitsunobu Inversion at C15 in Pre-Epothilone Fragments. In: Organic Letters. 2000 ; Vol. 2, No. 11. pp. 1637-1639.
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AU - Chou, Ting Chao

AU - He, Lifeng

AU - Band Horwitz, Susan

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