公开(公告)号：KR1020010040121A

公开(公告)日：2001-05-15

申请号：KR1020000061350

申请日：2000-10-18

Applicant: 롯데정밀화학 주식회사 ,  학교법인 포항공과대학교

Inventor： 정현민 ,  고정환 ,  박재욱 ,  김만주

IPC: C07C67/03

CPC classification number: C12P7/62 ,  C12P41/004

Abstract: PURPOSE: A process for preparing the title compound by using a catalytic system such as ruthenium complex and lipase from lacemic alcohol is provided, thereby producing the chial ester having excellent optical purity characteristics in a simple manner in high yield by producing almost no ketone as side products. CONSTITUTION: The chiral ester of formula 100 is prepared by the reaction of: racemic alcohol of formula 4; a ruthenium complex selected from formula 1 to 3 that accelerates racemization of the racemic alcohol; lipase that selectively acylates one enantiomer of the racemic alcohol; and an acyl donner that supplies an acyl group to the lipase.

Abstract translation: 目的：提供通过使用钌络合物等催化体系和来自花生醇的脂肪酶制备标题化合物的方法，通过几乎不产生酮作为侧面，以简单的方式制备具有优异的光学纯度特性的chial酯 产品。 构成：式100的手性酯通过式4的外消旋醇的反应制备; 选自式1至3的钌络合物，其加速外消旋醇的外消旋化; 选择性酰化外消旋醇的一种对映异构体的脂肪酶; 和向脂肪酶提供酰基的酰基二醇。

公开(公告)号：KR100402049B1

公开(公告)日：2003-10-17

申请号：KR1020000061351

申请日：2000-10-18

Applicant: 롯데정밀화학 주식회사 ,  학교법인 포항공과대학교

Inventor： 정현민 ,  고정환 ,  박재욱 ,  김만주

IPC: C07C67/00

CPC classification number: C12P7/62

Abstract: The present invention relates to a process for preparing a chiral ester expressed in formula (100) by mixing and reacting: a ketone of formula (4); a ruthenium complex selected from the group consisting of compounds (1, 2 and 3) expressed in formula (1) to (3) to activate hydrogenation of said ketone to a racemic alcohol and racemization of said racemic alcohol; a lipase to acylate selectively one of enantiomers of said racemic alcohol; a hydride donor group to supply a hydride group to said ruthenium complex; and an acyl donor group to supply acyl group to said lipase. In formula (1) wherein Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Y9, Y10, Y11, and Y12 are independentlya hydrogen atom or C1-C5 alkyl group; and X is Br, Cl or I. In formula (2) wherein Y1, Y2, Y3, Y4, Y5, Y6 Y7, Y8, Y9, Y10, Y11, and Y12 are independently a hydrogen atom or C1-C5 alkyl group; and X is Br, Cl, or I. In formulae (3), (4), and (100) wherein R , R , and R are, independently, optionally substituted alkyl, optionally substituted aryl or optionally substituted cyclyoalkyl group and R and R , R and R , and R and R can be cyclized each other, where said substituent of alkyl, aryl and cycloalkyl is a hetero atom such as a halogen atom and a cyano group.

Abstract translation: 本发明涉及通过混合和反应式（4）的酮制备式（100）表示的手性酯的方法：式（4）的酮; 选自式（1）至（3）中所表示的化合物（1,2和3）的钌配合物，以活化所述酮到外消旋醇的氢化和所述外消旋醇的外消旋化; 选择性地酰化所述外消旋醇的对映异构体之一的脂肪酶; 用于向所述钌配合物供应氢化物基团的氢供体基团; 和酰基供体基团以向所述脂肪酶供应酰基。 在式（1）中，Y 1，Y 2，Y 3，Y 4，Y 5，Y 6，Y 7，Y 8，Y 9，Y 10，Y 11和Y 12独立地为氢原子或C 1 -C 5烷基; 在式（2）中，Y 1，Y 2，Y 3，Y 4，Y 5，Y 6，Y 7，Y 8，Y 9，Y 10，Y 11和Y 12独立地为氢原子或C 1 -C 5烷基; X为Br，Cl或I. 在式（3），（4）和（100）中，其中R 1，R 2和R 3是Br， 独立地是任选取代的烷基，任选取代的芳基或任选取代的环烷基烷基，并且R 1' 且R 2，R 1， 和R 3，并且R 2是氢。 并且R 3是氢。 可以彼此环化，其中所述烷基，芳基和环烷基的取代基是杂原子如卤素原子和氰基。

公开(公告)号：KR100402048B1

公开(公告)日：2003-10-17

申请号：KR1020000061350

申请日：2000-10-18

Applicant: 롯데정밀화학 주식회사 ,  학교법인 포항공과대학교

Inventor： 정현민 ,  고정환 ,  박재욱 ,  김만주

IPC: C07C67/03

CPC classification number: C12P7/62 ,  C12P41/004

Abstract: The present invention relates to a process for preparing a chiral ester according to the formula (100):by reacting (i) a racemic alcohol, (ii) a selected ruthenium complex to activate racemization of the racemic alcohol, (iii) a lipase to selectively acylate one enantiomer of the racemic alcohol, and (iv) an acyl donor compound to supply an acyl group to the lipase.

Abstract translation: 本发明涉及制备根据式（100）的手性酯的方法：通过使（i）外消旋醇，（ii）选择的钌配合物以激活外消旋醇的外消旋作用，（iii）使脂肪酶与 选择性酰化外消旋醇的一种对映异构体，和（iv）酰基供体化合物将酰基供应给脂肪酶。

公开(公告)号：KR1020010060160A

公开(公告)日：2001-07-06

申请号：KR1020000061352

申请日：2000-10-18

Applicant: 롯데정밀화학 주식회사 ,  학교법인 포항공과대학교

Inventor： 정현민 ,  고정환 ,  박재욱 ,  김만주

IPC: C07C67/00

Abstract: PURPOSE: A method for preparing chiral ester is provided to simplify production steps and improve optical purity and production yield by using racemic alkenyl ester having various chemical structures, through a primary step of reaction thereof. CONSTITUTION: The chiral ester preparation method comprises mixing and reacting together a racemic alkenyl ester defined as formula 6, a ruthenium complex of formulas 1 and 2 to accelerate the reduction and racemic reactions of the alkenyl ester, a lipase such as Pseudomonas cepacialipase or candida antarctica (component B lipase) to selectively acylate any one of enantiomers of the racemic ester and a reducing agent to provide hydrides to the ruthenium complex to form a chiral ester of formula 100 (wherein Y1 to Y10 each are hydrogen or alkyl group having C1-C5, X is Br, Cl or I; R1, R2 and R3 are independently any one selected from a group consisting of unsubstituted or substituted alkyl, aryl or cycloalkyl radicals, optionally, R1 and R2, R1 and R3 or R2 and R3 may be bonded together).

Abstract translation: 目的：提供一种制备手性酯的方法，通过使用具有各种化学结构的外消旋烯基酯，通过其反应的一级步骤，简化生产步骤，提高光学纯度和产率。 构成：手性酯制备方法包括将定义为式6的外消旋烯基酯，式1和2的钌络合物混合并反应，以加速烯基酯的还原和外消旋反应，脂肪酶如假单胞菌（Pseudomonas cepacialipase）或南极假丝酵母（Candida antarctica） （组分B脂肪酶）以选择性酰化外消旋酯和还原剂的任何一种对映异构体，以向钌络合物提供氢化物以形成式100的手性酯（其中Y 1至Y 10各自为氢或具有C 1 -C 5的烷基 ，X是Br，Cl或I; R 1，R 2和R 3独立地是选自未取代或取代的烷基，芳基或环烷基的任何一个，任选地R 1和R 2，R 1和R 3或R 2和R 3可以键合 一起）。

公开(公告)号：KR100402036B1

公开(公告)日：2003-10-17

申请号：KR1020000061352

申请日：2000-10-18

Applicant: 롯데정밀화학 주식회사 ,  학교법인 포항공과대학교

Inventor： 정현민 ,  고정환 ,  박재욱 ,  김만주

IPC: C07C67/00

Abstract: PURPOSE: A method for preparing chiral ester is provided to simplify production steps and improve optical purity and production yield by using racemic alkenyl ester having various chemical structures, through a primary step of reaction thereof. CONSTITUTION: The chiral ester preparation method comprises mixing and reacting together a racemic alkenyl ester defined as formula 6, a ruthenium complex of formulas 1 and 2 to accelerate the reduction and racemic reactions of the alkenyl ester, a lipase such as Pseudomonas cepacialipase or candida antarctica (component B lipase) to selectively acylate any one of enantiomers of the racemic ester and a reducing agent to provide hydrides to the ruthenium complex to form a chiral ester of formula 100 (wherein Y1 to Y10 each are hydrogen or alkyl group having C1-C5, X is Br, Cl or I; R1, R2 and R3 are independently any one selected from a group consisting of unsubstituted or substituted alkyl, aryl or cycloalkyl radicals, optionally, R1 and R2, R1 and R3 or R2 and R3 may be bonded together).

Abstract translation: 目的：通过使用具有各种化学结构的外消旋烯基酯，通过其反应的主要步骤，提供制备手性酯的方法以简化生产步骤并提高光学纯度和生产产率。 构成：手性酯制备方法包括将式6定义的外消旋烯基酯，式1和2的钌配合物混合并反应，以加速烯基酯，脂肪酶如假单胞菌属cepacialipase或南极假丝酵母的还原和外消旋反应 （组分B脂肪酶）选择性酰化外消旋酯的对映异构体和还原剂中的任何一种以向钌配合物提供氢化物以形成式100的手性酯（其中Y 1至Y 10各自为氢或具有C 1 -C 5的烷基 X为Br，Cl或I; R 1，R 2和R 3独立地为选自未取代或取代的烷基，芳基或环烷基的任何一种，任选地，R 1和R 2，R 1和R 3或R 2和R 3可以键合 一起）。

公开(公告)号：KR1020010040122A

公开(公告)日：2001-05-15

申请号：KR1020000061351

申请日：2000-10-18

Applicant: 롯데정밀화학 주식회사 ,  학교법인 포항공과대학교

Inventor： 정현민 ,  고정환 ,  박재욱 ,  김만주

IPC: C07C67/00

CPC classification number: C12P7/62

Abstract: PURPOSE: A process for preparing the title compound by passing through a first stage reaction from ketone is provided, thereby the chiral ester is produced which has excellent optical purity characteristics in a simple manner in high yield. CONSTITUTION: The chiral ester of formula 100 is prepared by the reaction of: ketone of formula 4; a ruthenium complex of formula 1 to 3 that accelerates reduction reaction of the ketone to racemic alcohol and racemization of the racemic alcohol; lipase that selectively acylates one enantiomer of the racemic alcohol; a hydride donner that supplies hydride to a complex; and an acyl donner that supplies an acyl group to the lipase.

Abstract translation: 目的：提供通过从酮进行第一阶段反应制备标题化合物的方法，从而以简单的方式以高产率制备具有优异的光学纯度特性的手性酯。 构成：式100的手性酯通过以下反应制备：式4的酮; 式1至3的钌络合物，其加速酮与外消旋醇的还原反应和外消旋醇的外消旋化; 选择性酰化外消旋醇的一种对映异构体的脂肪酶; 一种向复合物供应氢化物的氢化物 和向脂肪酶提供酰基的酰基二醇。