Method for producing N-carbamate-protected beta-aminoepoxide and beta-aminoalcohol

摘要

The invention relates to a method for industrially producing highly pure (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoepoxide (crystal) or (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoalcohol. The method for producing N-carbamate-protected beta -aminoepoxide crystal, comprises the following steps (a) to (d): (a) a step of dissolving (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoalcohol containing at least the diastereomer as an impurity in a solvent comprising at least one or more selected from aromatic hydrocarbon solvent, saturated hydrocarbon solvent, aqueous mixture solvent, acetone and 2-propanol, to remove insoluble matters; (b) a step of treating the (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoalcohol with a base, thereby converting the N-carbamate-protected beta -aminoalcohol to (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoepoxide; (c) a step of treating the (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoepoxide containing at least the diastereomer as an impurity with an acid, thereby converting the diastereomer as an impurity to (4S, 5R) or (4R, 5S) oxazolidin-2-one derivative, and optionally separating and removing the resulting oxazolidin-2-one derivative in water or an aqueous mixture solvent; and (d) a step of crystallizing the (2R, 3S)- or (2S, 3R)-N-carbamate-protected beta -aminoepoxide in a mixture solvent of water and water-miscible organic solvent.