Ling L, Li X, Watanabe Y, Akiyama T, Ozaki S
Department of Applied Chemistry, Faculty of Engineering, Ehime University, Matsuyama, Japan.
Bioorg Med Chem. 1993 Aug;1(2):155-9. doi: 10.1016/s0968-0896(00)82114-8.
Enzyme-catalyzed regio- and enantioselective esterification of racemic 1,2:5,6-di-O-cyclohexylidene- and 1,2:3,4-di-O-cyclohexylidene-myo-inositol, which are key intermediates for syntheses of various naturally occurring myo-inositol phosphate derivatives, proceeded exclusively in organic solvent to give optically pure materials and selectively protected products in gram scale. Hydrolysis of mono-O-acetates of the corresponding racemic materials catalyzed by the same enzymes yielded complementary products. The present study provides a new and efficient method for obtaining optically pure myo-inositol derivatives.
外消旋1,2:5,6-二-O-环己叉基-myo-肌醇和1,2:3,4-二-O-环己叉基-myo-肌醇是合成各种天然存在的肌醇磷酸衍生物的关键中间体，它们的酶催化区域和对映选择性酯化仅在有机溶剂中进行，以克级规模得到光学纯的材料和选择性保护的产物。由相同酶催化的相应外消旋材料的单-O-乙酸酯的水解产生互补产物。本研究提供了一种获得光学纯肌醇衍生物的新的有效方法。
