公开(公告)号：KR1020020012108A

公开(公告)日：2002-02-15

申请号：KR1020010015739

申请日：2001-03-26

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  노은주 ,  오천림

IPC: C07C247/04 ,  C07D211/00 ,  C07D231/00

Abstract: PURPOSE: Provided is a process for producing a chiral compound by using an enantioselective ring-opening reaction of epoxides in the presence of a chiral salen metal catalyst, which can recover or reuse the chiral salen metal catalyst. CONSTITUTION: The chiral compound is produced by using the enantioselective ring-opening reaction of epoxides in the presence of a salt represented by the formula 1 and the chiral salen metal catalyst represented by the formula 3. In the formula 1, when X is nitrogen, Z is -C(R5)-, R1 and R2 are each C1-C18 alkyl, R3-R5 are each hydrogen or C1-C18 alkyl and when X is carbon, Z is -C(R5)-C(R6)-, R1 is C1-C18 alkyl, R2-R6 are each hydrogen or C1-C18 alkyl, n is an integer of 1-3, and Y- is an anion capable of forming a salt. In the formula 3, R1-R4 are independently hydrogen, alkyl, carboxyl, aryl, and substituted aryl, X1-X8 are independently hydrogen, halogen, alkyl, silyl, silyloxy, alkenyl, and etc., Y1 and Y2 are each hydrogen and alkyl, M is a metal, and A is an anion.

Abstract translation: 目的：提供在手性盐金属催化剂存在下使用环氧化物的对映体选择性开环反应制备手性化合物的方法，其可以回收或再利用手性盐金属催化剂。 构成：手性化合物是通过在由式1表示的盐和由式3表示的手性salen金属催化剂的存在下使用环氧化物的对映选择性开环反应制备的。在式1中，当X是氮时， Z是-C（R 5） - ，R 1和R 2各自是C 1 -C 18烷基，R 3 -R 5各自是氢或C 1 -C 18烷基，当X是碳时，Z是-C（R 5）-C（R 6） R1是C1-C18烷基，R2-R6各自为氢或C1-C18烷基，n为1-3的整数，Y-为能形成盐的阴离子。 在式3中，R 1 -R 4独立地是氢，烷基，羧基，芳基和取代的芳基，X 1 -X 8独立地是氢，卤素，烷基，甲硅烷基，甲硅烷氧基，烯基等，Y 1和Y 2分别是氢和 烷基，M是金属，A是阴离子。

公开(公告)号：KR1020020011678A

公开(公告)日：2002-02-09

申请号：KR1020000045098

申请日：2000-08-03

Applicant: 한국과학기술연구원 ,  한화화인케미칼 주식회사

Inventor： 송충의 ,  노은주 ,  김수창 ,  채기병 ,  김근식

IPC: C07C251/24

Abstract: PURPOSE: Provided are a chiral salen derivative bonded to a polymer and a chiral salen-metal complex produced from the chiral salen derivative polymer, wherein the chiral salen-metal complex is used as a chiral catalyst in an asymmetric epoxidation of olefin. CONSTITUTION: The chiral salen derivative is represented by the formula 1 and the chiral salen-metal complex is represented by the formula 5, wherein m is 0 or 1, n is an integer of 0-24, Y is O, NH, or C(O)NH, p is a polymer insoluble in water and organic solvents, H(1) and H(2) are trans each other, M is a transition metal ion selected from the group consisting of Cr, Mn, V, Fe, Mo, W, Ru, Co, Ti, and Os, and A is an anion selected from the group consisting of Cl-, CH3COO-, PF6-, and SbF6-.

Abstract translation: 目的：提供了结合到聚合物上的手性salen衍生物和由手性salen衍生物聚合物制备的手性salen-金属络合物，其中手性盐金属络合物用作烯烃不对称环氧化中的手性催化剂。 构成：手性盐酸衍生物由式1表示，手性盐金属络合物由式5表示，其中m为0或1，n为0-24的整数，Y为O，NH或C （O）NH，p是不溶于水和有机溶剂的聚合物，H（1）和H（2）彼此相互反转，M是选自Cr，Mn，V，Fe， Mo，W，Ru，Co，Ti和Os，A是选自Cl-，CH 3 COO-，PF 6 - 和SbF 6 - 的阴离子。

公开(公告)号：KR1020010008779A

公开(公告)日：2001-02-05

申请号：KR1019990026769

申请日：1999-07-03

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  임진석 ,  노은주 ,  이기정 ,  지대윤

IPC: C07G5/00

CPC classification number: C07C49/167 ,  C07B2200/11

Abstract: PURPOSE: The trifluoromethylketone derivatives supported on silica gel and a producing method thereof are provided to be used as a useful catalyst in the epoxidation reaction using olefin and Oxone oxidizing agent. CONSTITUTION: The trifluoromethylketone derivatives are represented by formula (3), in which R1 is C1 to C6 alkyl, R2, R3 and R4 are individually hydrogen or C1 to C6 alkyl, I is an integer from 0 to 1, m is methylene from 1 to 6, n is an integer from 0 to 2, and O is methylene from 0 to 16. The trifluoromethylketone derivatives of formula (3) supported on silica gel are produced by reacting trifluoromethylketone derivatives of formula (1) with mercaptoalkylsilanized silica gel of formula (2) in the presence of organic solvents such as azobisisobutyronitrile, benzene, toluene, acetonitrile or chloroform.

Abstract translation: 目的：提供负载在硅胶上的三氟甲基酮衍生物及其制备方法，用作使用烯烃和氧化羰氧化剂的环氧化反应中的有用催化剂。 构成：三氟甲基酮衍生物由式（3）表示，其中R 1为C 1至C 6烷基，R 2，R 3和R 4各自为氢或C 1至C 6烷基，I为0至1的整数，m为1 至6，n为0至2的整数，O为0至16的亚甲基。通过使式（1）的三氟甲基酮衍生物与式（1）的巯基烷基硅烷化硅胶与式 （2）在有机溶剂如偶氮二异丁腈，苯，甲苯，乙腈或氯仿存在下进行。

公开(公告)号：KR1020000074359A

公开(公告)日：2000-12-15

申请号：KR1019990018254

申请日：1999-05-20

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  오천림 ,  이상기 ,  이재균

IPC: C07C215/28

Abstract: PURPOSE: A process for preparing an optical active aminoalcohol compound using a cinchona alkaloid catalyst having excellent catalytic performance, reusable and excellent in thermal, mechanical stability, a nitrogen source and a base is provided which carries out the heterogeneous asymmetric aminohydroxylation of olefins economically and can improve processing difficulties by high toxicity and volatility of OsO4. CONSTITUTION: In the process for manufacturing an optical active aminoalcohol compound by heterogeneous asymmetric aminohydroxylation of olefins, the process uses a catalytic system containing conventional cinchona alkaloids of formula 1 and a nitrogen source and a base. In formula, Y is hydroquinidinyl represented by formula 2 or hydroquinidinyl represented by formula 3, X represents an unsaturated compound containing 0 or 4 carbons, pyridazine in case X is 0 and phthalazine in case X is an unsaturated compound, R represents methoxy, ethoxy or methyl.

Abstract translation: 目的：提供一种使用具有优异催化性能，可重复使用和优异的热，机械稳定性，氮源和碱的香草素生物碱催化剂制备光学活性氨基醇化合物的方法，其经济地进行烯烃的异质不对称氨基羟基化， 通过OsO4的高毒性和挥发性改善加工困难。 构成：在通过烯烃的非均相不对称氨基羟基化制造光学活性氨基醇化合物的方法中，该方法使用含有式1的常规桂皮纳生物碱和氮源和碱的催化体系。 在式中，Y是由式2表示的氢醌基或由式3表示的氢醌基，X代表含有0或4个碳的不饱和化合物，X为0时为哒嗪，X为不饱和化合物时为酞嗪，R为甲氧基，乙氧基或 甲基。

公开(公告)号：KR1019990060465A

公开(公告)日：1999-07-26

申请号：KR1019970080691

申请日：1997-12-31

Applicant: 한국과학기술연구원

Inventor： 이상기 ,  송충의 ,  임청우

IPC: C07D263/10 ,  C07C227/30

Abstract: 본 발명은 광학적으로 순수한 다음 일반식(I)로 표시되는 비스(오르토-디아릴포스피노페닐)-테트라히드로-비(1,3-옥사졸) 화합물 및 이의 제조방법에 관한 것으로서, 일반식(I)의 화합물은 다시, 일반식(Ia)로 표시되는 (4S, 4'S)-2,2'-비스(오르토-디아릴포스피노페닐)-4,4',5,5'-테트라히드로-4,4'-비(1,3-옥사졸) 화합물과 이의 거울상 이성체인 일반식(Ib)로 표시되는 (4R,4'R)-2,2'-비스(오르토-디아릴포스피노페닐)-4,4',5,5'-테트라히드로-4,4'-비(1,3-옥사졸)을 포함한다. 본 발명의 화합물은 비대칭 히드로실릴화 반응, 수소화 반응, 시클로프로판화 반응, 알킬화반응 등에 유용하게 사용될 수 있다.

公开(公告)号：KR1019990029134A

公开(公告)日：1999-04-26

申请号：KR1019980008512

申请日：1998-03-13

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  양정운

IPC: C07G5/00

Abstract: 본 발명은 화학식 3으로 표시되는 실리카겔 지지체에 결합된 비스-신코나알칼로이드 유도체, 그의 제조방법 및 용도에 관한 것이다. 본 발명에 따른 화학식 3의 실리카겔 지지체에 결합된 비스-신코나알칼로이드 유도체는 올레핀 화합물로부터 비대칭 이수산화 반응(asymmetric dihydroxylation)을 이용하여 이웃한 디올(vicinal diols)을 제조하는데 유용한 촉매로서, 재사용이 가능하다.
[화학식 3]

(식 중, Y는 퀴니닐 또는 퀴니디닐이고; X는 부재하거나 또는 탄소수 4개의 불포화 고리 화합물을 표시하는데, X가 부재하는 경우에는 그가 결합된 복소환 화합물이 피리다진이되고, X가 탄소수 4개의 불포화 화합물인 경우에는 그가 결합된 복소환 화합물은 프탈라진이 되며; R은 메톡시, 에톡시 또는 메틸기를 나타냄)

公开(公告)号：KR100162869B1

公开(公告)日：1999-01-15

申请号：KR1019950033842

申请日：1995-10-04

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  인인오 ,  이재균

IPC: C07C69/675

Abstract: 본 발명은 출발물질로서 다음 구조식(Ⅱ)의 (R)-4(트리클로로메틸)옥세탄-2-온을 산 촉매하에 C
1 -C
18 지방족 알코올 또는 벤질알코올과 반응시켜 다음 일반식(Ⅲ)의 (R)-3-히드록시-4,4,4-트리클로로부티르산 에스테르를 제조한 다음, 일반식(Ⅲ)의 화합물의 4-위치를 선택적으로 탈염소화(Bis-dechlorination)시키는 것으로 이루어진 다음 일반식(Ⅰ)의 (R)-3-히드록시-4-클로로부티르산 에스테르의 제조방법에 관한 것이다.

상기식에서 R은 C
1 -C
18 의 지방족 알킬기 또는 벤질기이다.
본 발명의 제조방법은 (R)-카르니틴 또는 (R)-3-히드록시-4-아미노부티르산의 제조에 이용되는 핵심 중간체인 (R)-3-히드록시-4-클로로부티르산 에스테르를 매우 높은 수율로 또한 광학적으로 순수한 형태로 얻을 수 있다.

公开(公告)号：KR1019930004511B1

公开(公告)日：1993-05-27

申请号：KR1019910002756

申请日：1991-02-21

Applicant: 한국과학기술연구원

Inventor： 김인오 ,  송충의 ,  이상기 ,  이재균

IPC: C07C53/15 ,  C07C59/135 ,  C07C61/15

Abstract: A method for the separation of a recemic mixture of alpha- haloalkanoic acid comprises reacting a metal salt of a cpd. of formula (II) with a cpd. of formula (III) to obtain a pair of diastereoisomers of formula (IV), separating the diastereoisomers by column chromatography, esterifying the obtd. cpd., and reducing the optically pure cpd. of formula (V). In the formulas, R=C1-10 alkyl or C6-12 aryl; X=Cl, Br or I; R1=C1-10 alkyl or C6-12 aryl; R2=H, C1-10 alkyl or C6-12 aryl. The optically pure alpha- haloalkanoic acids are useful as intermediates in the mfr. of medicines or agricultural chemicals.

Abstract translation: 分离α-卤代链烷酸的接收混合物的方法包括使cpd的金属盐反应。 的式（II）与cpd。 得到一对式（Ⅳ）的非对映异构体，通过柱色谱分离非对映异构体，酯化该物质。 cpd，并减少光学纯cpd。 的式（Ⅴ）。 式中R = C 1-10烷基或C 6-12芳基; X = Cl，Br或I; R1 = C1-10烷基或C6-12芳基; R2 = H，C1-10烷基或C6-12芳基。 光学纯的α-卤代链烷酸可用作中间体。 的药物或农药。

公开(公告)号：KR1019930003391B1

公开(公告)日：1993-04-26

申请号：KR1019890016719

申请日：1989-11-17

Applicant: 한국과학기술연구원

Inventor： 송충의 ,  김인오 ,  이재균 ,  김태관 ,  이상기

IPC: C09K21/06

CPC classification number: A62D1/0057

Abstract: A liquid form fire extinguishing compsn. comprises C1-5 halogenated alkane or their mixture and organic phosphorus cpds. or their mixture. Pref. C1-5 halogenoalkane is bromochloro difluoromethane, bromotrifluoromethane, dibromo difluoromethane, dichloro difluoromethane, trichlorofluoromethane, bromochloromethane, bromomethane, tetrachloromethane, chloropent fluoroethane, 1,2-dibromo tetrafluoroethane, 1,2-dibromoethane, etc.; the organic phosphorus cpd. is a cpd. of formula (I) or (II). In the formulas, E=O or S; k,l,m and n = 0 or 1; R1, R2 and R3=C1-18 alkyl, halogen or amino substd. C1-18 alkyl, C6-12 aryl, etc.; X=H or halogen.

Abstract translation: 液体灭火剂。 包括C 1-5卤代烷或其混合物和有机磷。 或它们的混合物。 县。 C1-5卤代烷烃是溴氯二氟甲烷，溴三氟甲烷，二溴二氟甲烷，二氯二氟甲烷，三氯氟甲烷，溴氯甲烷，溴甲烷，四氯甲烷，氯代氟乙烷，1,2-二溴四氟乙烷，1,2-二溴乙烷等。 有机磷cpd。 是一个cpd。 的式（I）或（II）。 在公式中，E = O或S; k，l，m，n = 0或1; R1，R2和R3 = C1-18烷基，卤素或氨基。 C1-18烷基，C6-12芳基等; X = H或卤素。