4.4 Article

An efficient and scalable synthesis of N-(benzyloxycarbonyl)- and N-(methyloxycarbonyl)-(S)-vinylglycinol

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 24, Pages 3226-3228

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.04.059

Keywords

Chiral beta-amino alcohol; Vinylglycine; Amino acid; Preparative procedure

Funding

  1. ICSN (CNRS)
  2. MESR

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An efficient and scalable synthesis of N-(benzyloxycarbonyl)- and N-(methyloxycarbonyl)-(S)-vinylglycinol has been reported starting from the commercially available (L)-methionine. The scale-up preparation consisted of 5 steps and delivered up to 50 g of the desired N-protected beta-amino alcohols in 32% and 36% overall yields. (C) 2010 Elsevier Ltd. All rights reserved.

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