Patent ID: 6664412
Filing Date: 2003-12-16
Classification: C07B,C07C,C07D,C12P,Y02P

Abstract:
A method for producing an optically active lysine derivative of the formula (5) wherein* means an asymmetric carbon atom, P1 and P2 are each independently an amino-protecting group or hydrogen atom where P1 and P2 are not hydrogen atoms at the same time, or P1 and P2 in combination show an amino-protecting group, R1 is alkyl group having 1 to 6 carbon atoms or aralkyl group having 7 to 12 carbon atoms, and P5 is a hydrogen atom or carboxyl-protecting group or a salt thereof, which method comprises the steps of(1) protecting an amino group or an amino group and a carboxyl group of optically active 2-amino-6-methyl-6-nitroheptanoic acid of the formula (1) wherein * is as defined above, or a salt thereof, with a protecting group to give an optically active amino acid derivative of the formula (2) wherein *, P1 and P2 are as defined above and P3 is a hydrogen atom or carboxyl-protecting group,(2) reducing a nitro group of the derivative of the formula (2) to give an optically active 6,6-dimethyl lysine derivative of the formula (3) wherein *, P1 and P2 are as defined above and P4 is a hydrogen atom or carboxyl-protecting group, or a salt thereof, and(3) reacting the derivative of the formula (3) or a salt thereof with an acetate derivative of the formula (4) wherein Y1 is a leaving group and R1 is as defined above.