Réaction #77181

ord-2b07d62153c34136b1cec522d67e3f89

Équation de réaction

O=P([O-])([O-])[O-].[K+].[K+].[K+]
potassium phosphate
NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1
NADH
CCCCCC[C@@H](C)O
(R)-2-octanol
CCOC(=O)CC(=O)CCl
4-chloroacetoacetic acid ethyl ester
→
CCOC(=O)CC(O)CCl
4-chloro-3-hydroxybutyric acid ethyl ester

Réactifs

O=P([O-])([O-])[O-].[K+].[K+].[K+]
potassium phosphate
NC(=O)C1=CN([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)C=CC1
NADH
CCCCCC[C@@H](C)O
(R)-2-octanol
CCOC(=O)CC(=O)CCl
4-chloroacetoacetic acid ethyl ester

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

100 mM potassium phosphate buffer (pH 6.5), 139.8 mg NADH, 0.06 U (R)-2-octanol dehydrogenase from Candida utilis, and 0.5% 4-chloroacetoacetic acid ethyl ester were reacted overnight at 30° C. The optical purity of the 4-chloro-3-hydroxybutyric acid ethyl ester produced was determined in the same way as Example 32. As a result, 4-chloro-3-hydroxybutyric acid ethyl ester produced by this invention was more than 97% ee of S form.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06706507B2uspto-grants-2004_03