Synthesis of 1D-3-deoxy- and -2,3-dideoxyphosphatidylinositol

Alan P. Kozikowski, Lixin Qiao, Werner Tückmantel, Garth Powis

Research output: Contribution to journalArticlepeer-review

Abstract

Both 1D-3-deoxy- and -2,3-dideoxyphosphatidylinositol (3 and 18) were synthesized using the regioisomeric mixture of viburnitol 1,2:4,5- and 1,2:5,6- diacetonides as starting material. Selective acidic hydrolysis and subsequent benzylation or deoxygenation afforded 11a,b as important intermediates. Compound 3 and 18 were of interest as putative antimetabolites of phosphatidylinositol-3-phosphate and as inhibitors of cancer cell colony formation.

Original languageEnglish (US)
Pages (from-to)14903-14914
Number of pages12
JournalTetrahedron
Volume53
Issue number44
DOIs
StatePublished - Nov 3 1997

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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