Process for preparing optically active 2-aminopropanal
AssigneeNippon Kayaku Kabushiki Kaisha
InventorsHisao Satoh, Taichi Koshigoe
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Abstract
A process for preparing an optically active 2-aminopropanal through oxidative cleavage of the corresponding optically active 3-amino-1,2-butanediol of the following formula (2): ##STR1## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms; R2 and R3 are each a hydrogen atom, or separately or together represent an N-protecting group; and the configuration at the *1 position is S or R. An optically active 2-aminopropanal of high purity can be obtained in a high yield by the process.
Claims10
A process for preparing an optically active 2-aminopropanal represented by the following formula (1):
- ##STR8## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms;
- R2 is a hydrogen atom or an N-protecting group, R3 is a hydrogen atom or an N-protecting group, or R2 and R3 together represent an N-protecting group;
- and the configuration at the *1 position is S or R:
- comprising oxidative cleavage of an optically active 3-amino-1,2-butanediol represented by the following formula (2):
- ##STR9## wherein R1, R2, R3 and the configuration at the position *1 are each as defined above.
A process for preparing an optically active 2-aminopropanal represented by the following formula (1):
- ##STR10## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms;
- R2 is a hydrogen atom or an N-protecting group, R3 is a hydrogen atom or an N-protecting group, or R2 and R3 together represent an N-protecting group;
- and the configuration at the *1 position is S or R:
- comprising reduction of an optically active 3-amino-2-hydroxybutyric acid or ester represented by the following formula (3):
- ##STR11## wherein R1, R2, R3, and the configuration at the position *1 are each as defined above;
- and R4 is a hydrogen atom or an ester residue;
- and
- oxidative cleavage of the resulting optically active 3-amino-1,2-butanediol represented by the following formula (2):
- ##STR12## wherein R1, R2, R3 and the configuration at the position *1 are each as defined above.
Dependencies are inferred from the claim text.