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An efficient and scalable synthesis of N-(benzyloxycarbonyl)- and N-(methyloxycarbonyl)-(S)-vinylglycinol
Authors:Alexandre Lumbroso  Isabelle Beaudet
Institution:Université de Nantes, CNRS, Chimie Et Interdisciplinarité: Synthèse, Analyse et Modélisation (CEISAM), UMR CNRS 6230, Faculté des Sciences et des Techniques, 2, rue de la Houssinière, BP 92208, 44322 Nantes Cedex 3, France
Abstract: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 β-amino alcohols in 32% and 36% overall yields.
Keywords:Chiral β-amino alcohol  Vinylglycine  Amino acid  Preparative procedure
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