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US 7,402,414 B2Granted
Enzymatic process for deacetylation of a phenoxy-alkynyl acetate to the corresponding alcohol
AssigneeWyeth
InventorsRamesh V. Matur, Mark E. Ruppen
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Abstract
A process for preparing the compound of formula II by reacting the compound of formula I with an enzyme that can hydrolyze the ester bond: where * indicates a chiral center, R1 and R2 each independently represent H, C1-C6alkyl, —CN or —CCH, and R3 and R4 each independently represent H or C1-C6alkyl.
Claims23
A process for preparing a compound of formula II:
- said process comprising reacting a compound of formula I:
- in a suitable solvent and at a suitable temperature and pH, with an ester hydrolyzing enzyme, wherein:
- * indicates a chiral center,
- R1 and R2 are each independently selected from the group consisting of H, C1-C6alkyl, —CN and —CCH, and
- R3 and R4 are each independently selected from the group consisting of H and C1-C6alkyl.
2 more elements
A process for preparing the compound of formula II:
- wherein * indicates a chiral center,
- R1 and R2 are each independently selected from the group consisting of H, C1-C6alkyl, —CN and —CCH, and
- R3 and R4 are each independently selected from the group consisting of H and C1-C6alkyl, said process comprising the steps of:
- a) forming a reaction mixture comprising the compound of formula I:
- an ester hydrolyzing enzyme, a mixture of water and an organic co-solvent, and a buffering agent which functions to maintain the pH in the range of about 6.0-8.0;
- and
- b) maintaining the reaction mixture at a temperature in the range of about 26-42° C. for a time sufficient to allow the enzyme to convert the compound of formula I to the compound of formula II.
4 more elements
A process for preparing a compound of formula II-a:
- said process comprising the steps of:
- a) forming a reaction mixture comprising a compound of formula I-a:
- a lipase, a mixture of water and an organic co-solvent which is about 30-60% water by weight, and a buffering agent which functions to maintain the pH in the range of about 6.0-8.0;
- and
- b) maintaining the reaction mixture at a temperature in the range of about 26-42° C. for a time sufficient to allow the enzyme to convert the compound of formula I-a to the compound of formula II-a.
2 more elements
Dependencies are inferred from the claim text.