Production of homochiral amino alcohol (original) (raw)

1994

Abstract

PURPOSE: To obtain the subject alcohol important as a chiral catalyst in a high yield and enantiomeric purity by a reduced number of reaction steps. CONSTITUTION: An N-silylated amino acid silylester (A) represented by formula I (wherein R 1 is a 1-20C alkyl, aryl or the like; R 2 is H, a 1-20C alkyl or the like; R 4 is a 1-4C alkyl; and * is the asymmetric center) and a Grignard reagent (B) obtained from Mg and a compd. represented by Y-R 3 (wherein Y is a halogen; and R 3 is a 1-20C alkyl, aryl or the like) are reacted in a diluent having an ether structure pref. at a temp. of 0-20°C and the reaction mixture is cooled after the completion of reaction and poured into cold hydrochloric acid, and the precipitated hydrochloride is isolated. Subsequently, this hydrochloride is dissolved in an aq. base to be extraction-treated with an org. solvent and the extract is evaporated and concn. to obtain to an objective homochiral amino- alcohol represented by formula II. COPYRIGHT: (C)1995,JPO

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