An efficient process for the synthesis of the monoester, (1S,2R)-2-(methoxycarbonyl)cyclohex-4-ene-1-carboxylic acid by Candida antarctica lipase (Novozym 435)-catalyzed desymmetrization of the corresponding diester, dimethyl-cyclohex-4-ene-cis-1,2-dicarboxylate was developed. The process was optimized and scaled-up to prepare a total of 3.15 kg of the 1S,2R-monoester from 3.42 kg of diester in two batches. The yield of the two batches ranged from 98.1−99.8% and ee of the 1S,2R-monoester was >99.9%.

This study developed an efficient process for synthesis of the monoester (1S,2R)-2-(methoxycarbonyl)cyclohex-4-ene-1-carboxylic acid using Candida antarctica lipase (Novozym 435), with a yield of 98.1

Paper

Enzymatic Desymmetrization of Dimethyl Cylcohex-4-ene-cis-1,2-dicarboxylate to (1S,2R)-2-(Methoxycarbonyl)cyclohex-4-ene-1-carboxylic Acid

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