Asymmetric reduction of (S)-3-chloro-1-phenylpropanol from 3-chloropropiophenone by preheated immobilized Candida utilis.
An efficient method for asymmetric reduction of (S)-3-chloro-1-phenylpropanol from 3-chloropropiophenone was developed using preheated Candida utilis cells immobilized in calcium alginate gel beads. Heating the immobilized cells (bead diameter 1.5 mm) at 45 degrees C for 50 min allowed the reaction to proceed with 99.5% enantiomeric excess (ee) and an 85% yield with 1 g substrate l(-1) (batch addition in three aliquots) in 48 h. The immobilized cells retained approximately 50% of their original catalytic activity after being reused three times.
Gen-Sheng
Yang
Y
College of Pharmaceutical Science, Zhejiang University of Technology, 310032, Hangzhou, People's Republic of China. yanggs@zjut.edu.cn
Jiang-Yan
Xu
X
Zhi-Min
Ou
O
Shan-Jing
Yao
Y
D000464:Alginates / Q000737:chemistry; D002175:Candida / Q000378:metabolism*; D018914:Cells, Immobilized; D020723:Glucuronic Acid / Q000737:chemistry; D006361:Heating; D006603:Hexuronic Acids / Q000737:chemistry; D006843:Hydrocarbons, Chlorinated / Q000378:metabolism*; D010084:Oxidation-Reduction; D020005:Propanols / Q000378:metabolism*; D011427:Propiophenones / Q000378:metabolism*; D013696:Temperature; D013997:Time Factors
C507643:3-chloro-1-phenylpropanol; D000464:Alginates; D006603:Hexuronic Acids; D006843:Hydrocarbons, Chlorinated; D020005:Propanols; D011427:Propiophenones; D020723:Glucuronic Acid