Méndez Jonh J, Oromi Mireia, Cervero Maria, Balcells Mercè, Torres Mercè, Canela Ramon
Chemistry Department, Lleida University, Lleida, Spain.
Chirality. 2007 Jan;19(1):44-50. doi: 10.1002/chir.20339.
Preparation of 98% ee (R)-4-chloro-2-butanol was carried out by the enzymatic hydrolysis of chlorohydrin esters, using fungal resting cells and commercial enzymes. Hydrolyzes were carried out using lipases from Candida antarctica (Novozym 435), C. rugosa, Rhizomucor miehei (Lipozyme IM), Burkolia cepacia, and resting cells of Rhizopus oryzae and Aspergillus flavus. The influence of the enzyme, the solvent, the temperature, and the alkyl chain length on the selectivity of hydrolyzes of isomeric mixtures of chlorohydrin esters is described. Regioselectivity was higher than 95% for some of the tested lipases. Novozym 435 allowed preparation of the (R)-4-chloro-2-butanol after 15 min of reaction at 30-40 degrees C.
通过使用真菌静息细胞和商业酶对氯醇酯进行酶促水解来制备对映体过量值为98%的(R)-4-氯-2-丁醇。水解反应使用来自南极假丝酵母（诺维信435）、皱褶假丝酵母、米黑根毛霉（脂肪酶IM）、洋葱伯克霍尔德菌的脂肪酶，以及米根霉和黄曲霉的静息细胞进行。描述了酶、溶剂、温度和烷基链长度对氯醇酯异构体混合物水解选择性的影响。对于一些测试的脂肪酶，区域选择性高于95%。在30 - 40摄氏度下反应15分钟后，诺维信435可用于制备(R)-4-氯-2-丁醇。
