Patent ID: 6683214
Filing Date: 2004-01-27
Classification: C07B,C07C,C07D

Abstract:
A process for producing an N-protected-&bgr;-aminoalcohol represented by formula (8) wherein A represents an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aryl group having 6 to 15 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, or a group in which heteroatom is contained in these carbon skeletons, X represents a halogen atom, and B1 represents a protecting group of an amino group, which comprises obtaining a N-protected-&agr;aminohalomethylketone represented by formula (7), and then reducing the N-protected-&agr;-aminohalomethylketone represented by formula (7), wherein the N-protected-&agr;-aminohalomethylketone represented by formula (7) is: wherein A represents an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aryl group having 6 to 15 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, or a group in which heteroatom is contained in these carbon skeletons, X represents a halogen atom, and B1 represents a protecting group of an amino group, wherein the process of obtaining the N-protected-&agr;-aminohalomethylketone represented by formula (7) comprises obtaining an a-aminohalomethylketone represented by formula (3) or its salt, and then protecting the amino group with a protecting group wherein the &agr;-aminohalomethylketone represented by formula (3) is wherein A represents an optionally substituted alkyl group having 1 to 10 carbon atoms, an optionally substituted aryl group having 6 to 15 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, or a group in which heteroatom is contained in these carbon skeletons, and X represents a halogen atom or its salt, and the process for obtaining the a-aminohalomethylketone represented by formula (3) or its salt comprises reacting an N-protected-&agr;-amino acid ester represented by formula (1) wherein R1 and R2, independently from each other, represent an optionally substituted aryl group or lower alkyl group, or a hydrogen atom, R3 represents an optionally substituted lower alkyl group, aralkyl group or aryl group, and A is as defined above, provided R1 and R2 may together form a ring structure with a halomethyllithium, and then treating this with an acid.