Patent ID: 7057066

Claim:
A process for preparing a 3-amino-2-hydroxypropionic acid derivative represented by the general formula (1): wherein R 1 , R 2 and R 3 , independently from each other, represent a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, which comprises the steps of: converting a N-protected-3-amino-2-hydroxypropionic acid derivative having a steric configuration at 2-position carbon reverse to that of the above compound (1) and represented by the general formula (2): wherein R 1 , R 2 and R 3 are as defined above; S 1 represents an urethane-type protecting group for an amino group represented by —COOR 4 , wherein R 4 represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms; and S 2 represents a hydrogen atom or an ester residue; by a reaction for introducing a leaving group, into a N-protected-3-aminopropionic acid derivative represented by the general formula (3): wherein R 1 , R 2 and R 3 and S 1 are as defined above; L represents a leaving group selected from the group consisting of a sulfonyloxy group, a halosulfinyloxy group and a halogen atom; and S 3 represents a hydrogen atom or an ester residue; then converting the derivative (3), by a reaction for inverting the steric configuration at 2-position, into a substituted-3-amino-2-hydroxypropionic acid derivative having an inverted steric configuration at 2-position carbon and represented by the general formula (4): wherein R 1 , R 2 and R 3 are as defined above; S 4 represents a hydrogen atom or an ester residue; S 5 represents a hydrogen atom or a substituent derived from S 1 ; S 6 represents S 1 when S 5 is a hydrogen atom, or a substituent derived from S 1 , taken together with S 5 , when S 5 is a substituent derived from S 1 ; and S 1 is as defined above; and then converting the derivative (4), by a reaction for removing substituents S 4 , S 5 and S 6 , into 3-amino-2-hydroxypropionic acid derivative (1).