Method for producing optically active 2-arylpiperazine derivative

A method for producing an optically active 2-arylpiperazine derivative or salt thereof, comprising steps of:

• treating an optically active substituted aminodiol derivative represented by the following formula (4):
• wherein, Ar represents an optionally substituted aryl group having 6 to 20 carbon atoms, or an optionally substituted heteroaryl group having 3 to 20 carbon atoms;
• R1 represents an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 20 carbon atoms, an optionally substituted alkenyl group having 2 to 20 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, an optionally substituted aryl group having 6 to 20 carbon atoms, or an optionally substituted heteroaryl group having 3 to 20 carbon atoms;
• * indicates an asymmetric carbon atom, with a sulfonating agent in the presence of a base;
• and then reacting with an amine compound represented by the following formula (5):
• R2NH2 (5)
• wherein, R2 represents a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 20 carbon atoms, an optionally substituted alkenyl group having 2 to 20 carbon atoms, an optionally substituted aralkyl group having 7 to 20 carbon atoms, an optionally substituted aryl group having 6 to 20 carbon atoms, or an optionally substituted heteroaryl group having 3 to 20 carbon atoms;
• wherein, the optically active 2-arylpiperazine derivative is represented by the following formula (1):
• wherein, Ar, R1, R2, * mean the same as the above, and the configuration of the optically active 2-arylpiperazine derivative represented by formula (1) is S when the configuration of the optically active substituted aminodiol derivative represented by formula (4) is S, or the configuration of the optically active 2-arylpiperazine derivative represented by formula (1) is R when the configuration of the optically active substituted aminodiol derivative represented by formula (4) is R.