An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal

Tadashi Hanaya, Yuichi Nakamura, Hiroshi Yamamoto

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

(R)-2-Tosyloxypropanal (4) was prepared from D-mannitol in a 7-step sequence (51% overall yield). Addition of dialkyl phosphonates to 4 in the presence of titanium isopropoxide and the subsequent treatment with DBU stereoselectively afforded, in one-pot, fosfomycin dimethyl (5a) and dibenzyl (5b) esters both in 58% isolated yield.

Original languageEnglish
Pages (from-to)983-989
Number of pages7
JournalHeterocycles
Volume74
Issue numberC
Publication statusPublished - Dec 31 2007

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

Fingerprint Dive into the research topics of 'An efficient, one-pot synthesis of fosfomycin dialkyl esters from (R)-2-tosyloxypropanal'. Together they form a unique fingerprint.

  • Cite this