Patent ID: 6063963
Filing Date: 2000-05-16
Classification: C07B,C07C,C07D

Abstract:
A method for preferentially forming a (2S) 1-nitro-3-amino-3-substituted-2-propanol chemical intermediate represented by the formula ##STR19## or salts thereof, wherein: R.sup.1 is an amino protecting group;R.sup.2 is selected from the group consisting of --H, C1-C18 alkyl, aryl, acetyl and tosyl;R.sup.3 is a side-chain of an .alpha.-amino acid; andR.sup.4 and R.sup.5 are each independently selected from the group consisting of --H, alkyl, aryl, nitrile and alkoxycarbonyl,comprising the step of contacting a 3-amino-3-substituted-2-oxo-1-nitropropane having the structural formula ##STR20## with at least one reducing agent that will reduce the carbonyl to preferentially form a 2S diastereomer, thereby reducing said 3-amino-3-substituted-2-oxo-1-nitropropane to preferentially form said (2S) 1-nitro-3-amino-3-substituted-2-propanol chemical intermediate.