浙江大学学报（理学版）2011，Vol.38Issue(1)：63-67,77,6.DOI:10.3785/j.issn.1008-9497.2011.01.016
酶促-化学法合成(R)-N-苄基吗啉-3-酮-2-乙酰(4-脒基)苄胺
Chemo-enzymatic synthesis of N-(4-(Amino(imino)-methyl)benzyl) -2-((R)-4-benzyl-3-oxo-morpholin-2-yl)-acetamide
摘要
Abstract
A new synthetic method of thrombin inhibitor based on morpholinone was accomplished by a chemoenzymatic approach. Racemic (4-Benzyl-3-oxo-morpholin-2-yl)-acetic acid methyl ester ((R) / (S)-1) was firstly synthesized in one-pot. (R)-2 was obtained from hydrolysis of racemic 1 by CAL-B with a high enantiomeric excess (ee％= 90.90) in the mixture solvent of TBME/H2 O (V/V= 1/9). Objective (R)-4 was synthesized by amidation and reduction/aminolysis. The structures of the title compounds were characterized by IR, 1 H NMR, 13C NMR techniques. Furthermore, the resolution of (R)/(S)-1 was investigated the effects of enzyme source, solvents and water content.关键词
酶促-化学法合成/N-苄基吗啉-3-酮/脂肪酶/凝血酶抑制剂分类
化学引用本文复制引用
叶海朋,钱学启,刘博凯,吴起,林贤福..酶促-化学法合成(R)-N-苄基吗啉-3-酮-2-乙酰(4-脒基)苄胺[J].浙江大学学报（理学版）,2011,38(1):63-67,77,6.基金项目
手性吗啉酮类凝血酶抑制剂的酶/离子液催化绿色合成技术开发,浙江省绿色化工重大专项(2006C11197). （2006C11197）
