Process for producing optically active ester
AssigneeKowa Company, Ltd.
InventorsTakaaki Araki, Yukiyoshi Yamazaki, Kimiyuki Shibuya
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Abstract
A process for producing an optically active 2-hydroxybutyric ester (1), characterized by including reacting an optically active 2,3-epoxybutyric ester (2) with a thiol in the presence of scandium trifluoromethanesulfonate or ytterbium trifluoromethanesulfonate, to thereby produce Compound (3), and subjecting Compound (3) to desulfurization reaction: (wherein R represents a C1 to C6 alkyl group or a C7 or C8 aralkyl group; R1 represents a C1 to C12 alkyl group or a phenyl group; and * represents S- or R-absolute configuration). The present invention provides a process for producing an optically active 2-hydroxybutyric ester at high yield and high optical purity.
Claims3
A process for producing an optically active 2-hydroxybutyric ester represented by formula (1):
- (wherein R represents a C1 to C6 alkyl group or a C7 or C8 aralkyl group, and * represents S- or R-absolute configuration), characterized in that the process comprises
- reacting an optically active 2,3-epoxybutyric ester represented by formula (2):
- (wherein R and * have the same meanings as defined above) with a thiol represented by R1—SH (wherein R1 represents a C1 to C12 alkyl group or a phenyl group) in the presence of scandium trifluoromethanesulfonate or ytterbium trifluoromethanesulfonate, to thereby produce a compound represented by formula (3):
- (wherein R, R1, and * have the same meanings as defined above), and
- subjecting the compound represented by formula (3) to desulfurization reaction.
A process for producing a compound represented by formula (3):
- (wherein R represents a C1 to C6 alkyl group or a C7 or C8 aralkyl group;
- R1 represents a C1 to C12 alkyl group or a phenyl group;
- and * represents S- or R-absolute configuration), characterized in that the process comprises
- reacting an optically active 2,3-epoxybutyric ester represented by formula (2):
- (wherein R and * have the same meanings as defined above) with a thiol represented by R1—SH (wherein R1 has the same meaning as defined above) in the presence of scandium trifluoromethanesulfonate or ytterbium trifluoromethanesulfonate.
Dependencies are inferred from the claim text.