Process for the preparation of methyl (-)-(2R,3S)-2,3-epoxy-3-(4

Details Process for the preparation of methyl (-)-(2R,3S)-2,3-epoxy-3-(4 Process for the preparation of methyl (-)-(2R,3S)-2,3-epoxy-3-(4

1991-02-13

1992-12-08

Naff, David M.

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

435135, C12P 4100

Patent

active

051697793

ABSTRACT:
A process for the preparation of methyl (-)-(2R,3S)-2,3-epoxy-3-(4-methoxyphenyl)propionate, which comprises subjecting the dextrorotatory (2S,3R) enantiomer, present in a starting mixture containing both the levorotatory (2R,3S and dextrorotatory (2S,3R) enantiomers, to a transesterification reaction, in an anhydrous medium and in the presence of an enzyme which does not affect the levorotatory (2R,3S) enantiomer. The latter is an intermediate for the synthesis of compounds such as Diltiazem.

REFERENCES:
Fitzpatrick et al., J. Am. Chem. Soc. 113:3166-3171 (1991).
Langrand et al., Tetrahedron Letters 27:29-32 (1986).

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