Synthesis of the (α,α-difluoroalkyl)phosphonate analogue of phosphoserine

David B Berkowitz, Quanrong Shen, Jun Ho Maeng

Research output: Contribution to journalArticle

63 Scopus citations

Abstract

The synthesis of the (α,α-difluoroalkyl)phosphonate analogue of L-phosphoserine, 5, in a form appropriate for solid phase peptide synthesis, is reported. Two independent routes are described, starting from L-serine or (R)-isopropylideneglycerol. In each case, PCF2C bond formation is achieved by triflate displacement with diethyl lithiodifluoromethylphosphonate.

Original languageEnglish (US)
Pages (from-to)6445-6448
Number of pages4
JournalTetrahedron Letters
Volume35
Issue number35
DOIs
Publication statusPublished - Aug 29 1994

    Fingerprint

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this