A convenient synthesis of chiral oxazolidin-2-ones and thiazolidin-2-ones and an improved preparation of triphosgene

Eliezer Falb, Abraham Nudelman, Alfred Hassner

Research output: Contribution to journalArticlepeer-review

36 Scopus citations

Abstract

Oxazolidin-2-ones and thiazolidin-2-one are conveniently prepared by condensation of L-serine, L-threonine and L-cysteine, respectively with triphosgene. The corresponding methyl esters may be subsequently obtained by quenching the reaction mixture with methanol, without prior need for the isolation of the free acids. An improved procedure for preparation of triphosgene using an internal cooling system is described.

Original languageEnglish
Pages (from-to)2839-2844
Number of pages6
JournalSynthetic Communications
Volume23
Issue number20
DOIs
StatePublished - 1 Nov 1993

Bibliographical note

Funding Information:
This generous supported for this work by the Minerva Foundation and the Otto Mayerhoff Center for the Study of Drug-Receptor Interactions at Bar Ilan University, is gratefully acknowledged.

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