公开(公告)号：KR1020040038176A

公开(公告)日：2004-05-08

申请号：KR1020020067058

申请日：2002-10-31

Applicant: 학교법인 포항공과대학교

Inventor： 김만주 ,  박재욱 ,  한민영 ,  최민영 ,  최윤경 ,  이재관

IPC: C12P41/00

CPC classification number: C12P7/62 ,  C12P41/005

Abstract: PURPOSE: A method for preparing chiral hydroxy esters by enzyme-metal multi-catalysis is provided, thereby preparing chiral hydroxyl esters having improved optical purity from various structured substrates with ketone and acyloxy groups within their molecules in higher yield, so that the chiral hydroxyl esters are useful as an intermediate in production of chiral agricultural chemicals, medicines and natural compounds. CONSTITUTION: A method for preparing chiral hydroxy esters represented by the formula(1) by enzyme-metal multi-catalysis comprises mixing a compound having ketone and acyloxy groups within its molecule; a hydrogen donor for reducing the ketone group into alcohol; a metal complex facilitating the reduction and racemic reaction between two optical isomers of racemic alcohol obtained from the reduction; and an enzyme facilitating the stereo selective transition reaction from acyl of the acyloxy group into reduced alcohol with organic solvent and reacting them, wherein the compound having ketone and acyloxy groups within its molecule is represented by the formula(2); R1 and R3 are independently selected from optionally substituted C1-C15 alkyl, optionally substituted C1-C15 alkenyl, optionally substituted C1-C15 alkynyl, optionally substituted C6-C15 aryl, optionally substituted C4-C15 heteroaryl, optionally substituted C4-C15 cycloalkyl, optionally substituted C4-C15 heterocycloalkyl, and optionally substituted heteroarylalkyl; R2 is selected from optionally substituted C1-C15 alkylene, optionally substituted C6-C15 arylene, optionally substituted C4-C15 heteroarylene, optionally substituted C4-C15 cycloalkylene, optionally substituted C4-C15 heterocycloalkylene, optionally substituted C1-C15 heteroarylalkylene; and R1 and R2, R2 and R3 or R1 and R3 are connected together.

Abstract translation: 目的：提供通过酶 - 金属多重催化制备手性羟基酯的方法，从而以更高的产率制备具有改善的光学纯度的手性羟基酯，其具有分子内具有酮和酰氧基的各种结构化底物，从而使手性羟基酯 可用作手性农药，药物和天然化合物生产中的中间体。 组成：通过酶 - 金属多重催化制备由式（1）表示的手性羟基酯的方法包括在其分子内混合具有酮和酰氧基的化合物; 用于将酮基还原成醇的氢供体; 促进从还原获得的外消旋醇的两种光学异构体之间的还原和外消旋反应的金属络合物; 以及促进由酰氧基的酰基与有机溶剂进行还原的醇的立体选择性转移反应并使其反应的酶，其中分子中具有酮和酰氧基的化合物由式（2）表示; R 1和R 3独立地选自任选取代的C 1 -C 15烷基，任选取代的C 1 -C 15烯基，任选取代的C 1 -C 15炔基，任选取代的C 6 -C 15芳基，任选取代的C 4 -C 15杂芳基，任选取代的C 4 -C 15环烷基， 取代的C 4 -C 15杂环烷基和任选取代的杂芳基烷基; R 2选自任选取代的C 1 -C 15亚烷基，任选取代的C 6 -C 15亚芳基，任选取代的C 4 -C 15亚杂芳基，任选取代的C 4 -C 15亚环烷基，任选取代的C 4 -C 15亚杂环烷基，任选取代的C 1 -C 15杂芳基亚烷基; 并且R1和R2，R2和R3或R1和R3连接在一起。

公开(公告)号：KR100462473B1

公开(公告)日：2004-12-17

申请号：KR1020020067058

申请日：2002-10-31

Applicant: 학교법인 포항공과대학교

Inventor： 김만주 ,  박재욱 ,  한민영 ,  최민영 ,  최윤경 ,  이재관

IPC: C12P41/00

CPC classification number: C12P7/62 ,  C12P41/005

Abstract: The invention provides a process for preparing a chiral hydroxy ester by reacting a compound having botha ketone group and an acyloxy group in a molecule with a hydrogen donor which reduces the ketone group into an hydroxyl group; a metal complex, which catalyzes both the reduction of the ketone and racemization reaction of produced hydroxy group; and an enzyme, which catalyzes enantioselective acyl transfer in anorganic solvent.

Abstract translation: 本发明提供了一种制备手性羟基酯的方法，该方法通过使分子中具有伯胺酮基和酰氧基的化合物与将酮基还原成羟基的供氢体反应; 金属配合物，其催化所述酮的还原和所产生的羟基的外消旋化反应; 和一种催化有机溶剂中的对映选择性酰基转移的酶。