Patent ID: 6281379
Filing Date: 2001-08-28
Classification: C07B,C07C

Abstract:
A process for producing a .beta.-amino-.alpha.-hydroxy acid derivativewhich comprises treating a .gamma.-amino-.beta.-keto sulfoxide derivative of the formula (1); ##STR7##wherein R.sup.1 represents a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aralkyl group of 7 to 30 carbon atoms or a substituted or unsubstituted aryl group of 6 to 30 carbon atoms; R.sup.2 represents a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group of 7 to 20 carbon atoms or a substituted or unsubstituted aryl group of 6 to 20 carbon atoms; P.sup.1 and P.sup.2 may be the same or different and each represents a substituted or unsubstituted benzyl group, with a halogenating agent to produce a .gamma.-amino-.alpha.-halo-.beta.-keto sulfoxide derivative of the formula (2); ##STR8##wherein R.sup.1, R.sup.2, P.sup.1 and P.sup.2 are respectively as defined above; X represents a halogen atom,treating the derivative (2) with an acid and an alcohol of the formula (3);R.sup.3 OH (3)wherein R.sup.3 represents a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms or a substituted or unsubstituted aralkyl group of 7 to 20 carbon atoms,to produce a .beta.-amino-.alpha.-keto ester derivative or .beta.-amino-.alpha.-keto acid derivative of the formula (4); ##STR9##wherein R.sup.1, P.sup.1 and P.sup.2 are respectively as defined above; R.sup.4 represents a hydrogen atom, or a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms or substituted or unsubstituted aralkyl group of 7 to 20 carbon atoms which corresponds to R.sup.3 in the above formula (3),and reducing the same derivative (4), optionally followed by cleaving the ester and/or deprotecting the amino group to give a .beta.-amino-.alpha.-hydroxy acid derivative of the formula (5); ##STR10##wherein R.sup.1 and R.sup.4 are respectively as defined above; Q.sup.1 represents a hydrogen atom, or a substituted or unsubstituted benzyl group corresponding to P.sup.1 in the above formula (1); Q.sup.2 represents a hydrogen atom, or a substituted or unsubstituted benzyl group corresponding to P.sup.2 in the above formula (1).