An efficient stereoconvergent synthesis of the 4-ethylamino-2,4-dideoxy-l-threo-pentopyranose component of the calicheamicins and esperamicins

Eugene A. Mash, Sandeep K. Nimkar

Research output: Contribution to journalArticle

8 Scopus citations

Abstract

A stereconvergent synthesis of the 4-ethylamino-2,4-dideoxy-L-threo-pentopyranose coonponent of calicheamicins γ1, γ1I, α2I, and esperamicin A1b from methyl 2-deoxy-β-D-ribopyranoside is described. The synthesis requires eight steps in each branch. The overall yield is 54%. This synthesis should be adaptable for syntheses of the corresponding 4-methylamino)-2,4-dideoxy- L-threo- and 4-isopropylamino-2.4- dideoxy-L-threo- pentopyranose components of other calicheamicin and esperamicin antibiotics.

Original languageEnglish (US)
Pages (from-to)385-388
Number of pages4
JournalTetrahedron Letters
Volume34
Issue number3
DOIs
StatePublished - Jan 15 1993

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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