Patent ID: 8207370

Claim:
A process for producing an optically active β-hydroxy-α-aminocarboxylic acid ester; comprising a step of asymmetric reduction reaction of a β-keto-α-aminocarboxylic acid ester represented by the general formula (2): wherein, R 4 is a hydrogen atom, an optionally substituted alkyl group having 1 to 21 carbon atoms, an optionally substituted alkenyl group having 2 to 21 carbon atoms, an optionally substituted alkynyl group having 2 to 21 carbon atoms, or an optionally substituted aralkyl group having 7 to 20 carbon atoms; R 5 is an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, or an optionally substituted aryl group having 6 to 20 carbon atoms; R 6 and R 7 each may be the same or different, and is a hydrogen atom, an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, an optionally substituted aryl group having 6 to 20 carbon atoms, an optionally substituted acyl group having 1 to 40 carbon atoms, or an amino-protecting group; R 6 and R 7 may constitute a heterocycle together with the neighboring nitrogen atom, in the presence of an optically active amine complex represented by the general formula (1): wherein, * indicates an asymmetric carbon atom; R 1 and R 2 each may be the same or different, and is an optionally substituted alkyl group having 1 to 21 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, or an optionally substituted aryl group having 6 to 20 carbon atoms; further, R 1 and R 2 may constitute a ring; R 3 is a hydrogen atom, an optionally substituted alkyl group having 1 to 21 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, or an optionally substituted aryl group having 6 to 20 carbon; Ar is an optionally substituted aromatic compound; M is a transition metal; Z is a halogen atom, an optionally substituted alkylsulfonyloxy group, an optionally substituted arylsulfonyloxy group, or an optionally substituted aralkylsulfonyloxy group; and Y is an oxygen atom, or ═N—S(O 2 )—R wherein R is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted aralkyl group, and hydrogen or a hydrogen donor compound; wherein, the optically active β-hydroxy-α-aminocarboxylic acid ester is represented by the following general formula (3) or general formula (4): wherein, * indicates an asymmetric carbon atom unless R 4 is a hydrogen atom; R 4 , R 5 , R 6 and R 7 are the same as described above.