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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
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）。
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公开(公告)号：KR1020030073987A
公开(公告)日：2003-09-19
申请号：KR1020020013809
申请日：2002-03-14
Applicant: 학교법인 포항공과대학교
CPC classification number: C07F17/02
Abstract: PURPOSE: Provided is an aminocyclopentadienyl ruthenium complex compound which rapidly racemizes chirality alcohol at ambient temperature without requiring any hydrogen medium. CONSTITUTION: A ruthenium complex is expressed by the formula 1. In the formula 1, R1 indicates phenyl group, substituted phenyl group or C1-5 alkyl group, and R2 indicates hydrogen, phenyl group, substituted phenyl group, C1-5 alkyl or substituted C1-5 alkyl group, C3-5b cycloalkyl group, C2-5 alkenyl group, or C2-5 alkynyl group. X, Y and Z are arbitrary substitutes, and with the case of substitution, indicate hydrogen, carbonyl group and phosphine group or halogen atom, respectively. The substitute of the phenyl group is formed with one or two elements selected from the group consisting of C1-5 alkyl group, cycloalkyl group, alkenyl group, alkynyl group, alkoxy group, halogen atom, nitro group, nitroso group, amine group, amide group, hydroxyl group, thiol group, and sulfide group. The substitute of the alkyl group is formed with one to three elements selected from the group consisting of aryl group, C1-5 alkoxy group, halogen atom, nitro group, nitroso group, amine group, amide group, hydroxyl group, thiol group, and sulfide group.
Abstract translation: 目的：提供一种氨基环戊二烯基钌络合物，其在环境温度下快速消旋手性酒精，而不需要任何氢介质。 构成：钌络合物由式1表示。在式1中，R 1表示苯基，取代的苯基或C 1-5烷基，R 2表示氢，苯基，取代的苯基，C 1-5烷基或取代的 C 1-5烷基，C 3-5环烷基，C 2-5烯基或C 2-5炔基。 X，Y和Z是任意的取代基，取代的情况分别表示氢，羰基和膦基或卤素原子。 苯基的取代基由选自C 1-5烷基，环烷基，烯基，炔基，烷氧基，卤素原子，硝基，亚硝基，胺基，酰胺中的一种或两种元素形成 基团，羟基，硫醇基和硫醚基。 烷基的取代基由选自芳基，C 1-5烷氧基，卤素原子，硝基，亚硝基，胺基，酰胺基，羟基，硫醇基中的1〜3个元素形成， 硫化物组。
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公开(公告)号：KR1019990077828A
公开(公告)日：1999-10-25
申请号：KR1019990008306
申请日：1999-03-12
Applicant: 학교법인 포항공과대학교
IPC: C23C18/26
CPC classification number: C07F3/003 , C07F7/28 , C23C16/409
Abstract: 본발명은유기금속화학증착(Organometallic Chemical Vapour Deposition: MOCVD)법에의한 BST(BaSrTiO, 이때, 0
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公开(公告)号：KR100859748B1
公开(公告)日：2008-09-24
申请号：KR1020040114826
申请日：2004-12-29
Applicant: 학교법인 포항공과대학교
CPC classification number: C07C5/03 , B01J21/04 , B01J21/063 , B01J21/08 , B01J23/10 , B01J23/36 , B01J23/38 , B01J23/44 , B01J23/74 , B01J27/0573 , B01J35/002 , B01J35/0053 , B01J35/006 , B01J35/0066 , B01J35/1023 , B01J37/033 , B01J37/036 , C07C45/002 , C07C45/29 , C07C45/62 , C07C51/36 , C07C67/303 , C07C67/343 , C07C2523/44 , Y02P20/584 , C07C13/18 , C07C49/78 , C07C49/213 , C07C49/403 , C07C57/30 , C07C69/612 , C07C69/40 , C07C69/76
Abstract: 본 발명은 불균일계 전이금속 촉매의 제조 방법에 관한 것으로서, 본 발명에 따라 전이금속 착물을 담체 전구체 및 금속 잡게 리간드와 혼합한 후 생성 혼합물에 물을 가하여 졸-겔화 반응시키는 방법에 의하면 높은 활성을 지니고 재활용이 가능한 불균일계 전이금속 촉매를 용이하게 제조할 수 있다.
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公开(公告)号：KR100644165B1
公开(公告)日：2006-11-10
申请号：KR1020020013832
申请日：2002-03-14
Applicant: 학교법인 포항공과대학교
IPC: C07C29/00
CPC classification number: C12P41/004
Abstract: 본 발명은 키랄 알콜을 동적 속도론적으로 분할하는 방법에 관한 것으로서, 구체적으로는 하기 화학식 1의 아미노시클로펜타디에닐 루테늄을 금속 촉매로 사용하여 키랄 알콜을 효소 촉매, 아실 주게 물질, 첨가제 및 염기의 존재 하에 용매 중에서 반응시켜 각각의 에난티오머로 분할하는 방법에 관한 것이다. 본 발명에 따르면 낮은 온도에서 반응이 가능하고 알케닐 아세테이트를 아실 주게 물질로 사용가능하며, 따라서 적은 량의 아실 주게 물질 및 효소를 사용하여서도 생성물의 분리가 용이하므로 공업적, 경제적으로 훨씬 유리하고 수소매개체로서의 케톤을 사용하지 않는 등의 장점이 있다.
상기 식에서, R
1 은 독립적으로 페닐기, 치환된 페닐기 또는 C
1-5 알킬기를 나타내고, R
2 는 수소, 페닐기, 치환된 페닐기, C
1-5 알킬 또는 치환된 C
1-5 알킬기, C
3-5 시클로알킬기, C
2-5 알케닐기, C
2-5 알키닐기를 나타내며, X, Y 및 Z는 임의의 치환체로서, 치환되는 경우 각각 독립적으로 수소, 카르보닐기, 포스핀기 또는 할로겐 원자이다.-
Patent Agency Ranking
公开(公告)号：KR1020060076419A
公开(公告)日：2006-07-04
申请号：KR1020040114826
申请日：2004-12-29
Applicant: 학교법인 포항공과대학교
CPC classification number: C07C5/03 , B01J21/04 , B01J21/063 , B01J21/08 , B01J23/10 , B01J23/36 , B01J23/38 , B01J23/44 , B01J23/74 , B01J27/0573 , B01J35/002 , B01J35/0053 , B01J35/006 , B01J35/0066 , B01J35/1023 , B01J37/033 , B01J37/036 , C07C45/002 , C07C45/29 , C07C45/62 , C07C51/36 , C07C67/303 , C07C67/343 , C07C2523/44 , Y02P20/584 , C07C13/18 , C07C49/78 , C07C49/213 , C07C49/403 , C07C57/30 , C07C69/612 , C07C69/40 , C07C69/76
Abstract: 본 발명은 불균일계 전이금속 촉매의 제조 방법에 관한 것으로서, 본 발명에 따라 전이금속 착물을 담체 전구체 및 금속 잡게 리간드와 혼합한 후 생성 혼합물에 물을 가하여 졸-겔화 반응시키는 방법에 의하면 높은 활성을 지니고 재활용이 가능한 불균일계 전이금속 촉매를 용이하게 제조할 수 있다.
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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
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。
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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
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。
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公开(公告)号：KR1020010053910A
公开(公告)日：2001-07-02
申请号：KR1019990054473
申请日：1999-12-02
Applicant: 학교법인 포항공과대학교
Abstract: PURPOSE: Provided is a method for producing chiral allyl ester in higher yield and purity. The chiral allyl ester is used for manufacturing chiral agriculture chemicals, medicines, and natural compounds as an intermediate. CONSTITUTION: The chiral allyl ester is produced by reacting racemic allyl alcohols, ruthenium(II) complex compounds represented by the formula (1) which facilitating the racemization of the above racemic allyl alcohol, wherein Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Y9, Y10, Y11 and Y12 are independently C1 to C5 alkyl; X is Br, Cl or I; and Q is H, Br, Cl or I, lipases which selectively acylate enantiomers, and acyl donors which provide enantiomers with acyl groups, in which the ruthenium(II) complex compounds are selected from the compounds respectively represented by formulas (2), (3) and (4), wherein X is Br, Cl or I and Q is H, Br, Cl or I; the lipases are Candida antarctica lipase, Candida rugosalipase or Pseudomonas cepacialipase; and the acyl donors are aryl ester such as p-chlorophenyl acetate.
Abstract translation: 目的：提供以更高的产率和纯度生产手性烯丙基酯的方法。 手性烯丙基酯用于制造手性农药，药物和天然化合物作为中间体。 构成：手性烯丙基酯是通过使外消旋烯丙基醇，由式（1）表示的钌（II）络合物化合物，其可以使上述外消旋烯丙醇的外消旋化反应制得，其中Y1，Y2，Y3，Y4，Y5，Y6 Y7，Y8，Y9，Y10，Y11和Y12独立地为C1至C5烷基; X是Br，Cl或I; Q为H，Br，Cl或I，选择性酰化对映体的脂肪酶，以及提供与酰基对映异构体的酰基供体，其中钌（II）络合物选自分别由式（2），（ 3）和（4），其中X是Br，Cl或I，Q是H，Br，Cl或I; 脂肪酶为南极假丝酵母（Candida antarctica）脂肪酶，假丝酵母假丝酵母假单胞菌（Pseudomonas cepacialipase）; 酰基供体是芳基酯如对氯苯基乙酸酯。
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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
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。
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