公开(公告)号：WO2011162514A2

公开(公告)日：2011-12-29

申请号：PCT/KR2011/004481

申请日：2011-06-20

Applicant: 한국화학연구원 ,  이기인 ,  이현규 ,  최은복 ,  곽세훈 ,  이선아 ,  이은실 ,  한주애 ,  강소영

Inventor： 이기인 ,  이현규 ,  최은복 ,  곽세훈 ,  이선아 ,  이은실 ,  한주애 ,  강소영

IPC: C07D291/04 ,  C07D419/04 ,  C07D285/10

CPC classification number: C07D285/10 ,  C07D291/04 ,  C07D419/04

Abstract: 본 발명은 [1,2,3]-옥사티아졸리딘-2,2-디옥사이드 또는 [1,2,5]-티아디아졸리딘-1,1-디옥사이드 유도체의 신규한 제조방법을 제공하며, 본 발명의 제조방법에 따라 5H-[1,2,3]-옥사티아졸-2,2-디옥사이드 또는 [1,2,5]-티아디아졸린-1,1-디옥사이드를 로듐 화합물 촉매 및 수소공여체의 존재 하에 비대칭 환원반응시킴으로써 거울상 이성질체적으로 순수한 [1,2,3]-옥사티아졸리딘-2,2-디옥사이드 또는 [1,2,5]-티아디아졸리딘-1,1-디옥사이드 유도체를 간편하고, 효율적으로 제조할 수 있다.

Abstract translation: 本发明提供了制备[1,2,3] - 氧噻唑烷-2,2-二氧化物或[1,2,5] - 噻二唑烷-1,1-二氧化物衍生物的新方法。 根据本发明的制造方法，可以方便有效地制备对映体纯的[1,2,3] - 氧噻唑烷-2,2-二氧化物或[1,2,5] - 噻二唑烷-1,1-二氧化物 在铑化合物催化剂和氢气存在下不对称还原5H- [1,2,3] - 恶噻唑-2,2-二氧化物或[1,2,5] - 噻二唑烷-1,1-二氧化物的二氧化物衍生物 捐赠者。

公开(公告)号：KR1020110006389A

公开(公告)日：2011-01-20

申请号：KR1020090063995

申请日：2009-07-14

Applicant: 한국화학연구원

Inventor： 이기인 ,  이도민 ,  곽세훈

IPC: C07D409/04 ,  C07D409/02

Abstract: PURPOSE: A method for preparing optically active 2-sulfonyl-1-heteraryl ethanol derivative is provided to obtain pure heteroaryl-amino alcohol and duloxetine. CONSTITUTION: A 2-sulfonyl oxy-1-heteroaryl ethanol derivative having optical activity is prepared by asymmetric reduction of alpha-sulfonyl oxy heteroaryl ketone compound of chemical formula 4 under the presence of a hydrogen donor and rhodium compound catalyst containing pentamethyl cyclo pentadienyl group of chemical formula 5. The hydrogen donor is formic acid or metal salt or ammonium salt thereof.

Abstract translation: 目的：提供一种制备光学活性2-磺酰基-1-杂芳基乙醇衍生物的方法，以获得纯的杂芳基 - 氨基醇和度洛西汀。 构成：具有光学活性的2-磺酰基氧基-1-杂芳基乙醇衍生物通过在氢供体和铑化合物催化剂的存在下不对称还原化学式4的α-磺酰基氧基杂芳基酮化合物来制备，该催化剂含有五甲基环戊二烯基 氢供体是甲酸或其金属盐或铵盐。

公开(公告)号：KR1020110138600A

公开(公告)日：2011-12-28

申请号：KR1020100058586

申请日：2010-06-21

Applicant: 한국화학연구원

Inventor： 이기인 ,  이현규 ,  최은복 ,  곽세훈 ,  이선아 ,  이은실 ,  한주애 ,  강소영

IPC: C07D291/04 ,  C07D419/04 ,  C07D285/10

CPC classification number: C07D285/10 ,  C07D291/04 ,  C07D419/04

Abstract: PURPOSE: A method for preparing [1,2,3]-oxathiazolidine-2,2-dioxide or derivative thereof is provided to simply and efficiently obtain the enantiomerically pure compounds. CONSTITUTION: A method for preparing a compound of chemical formula 1a or 1b with optical activity comprises a step of performing asymmetric reduction of a compound of chemical formula 2 under the presence of a hydrogen donor and a rhodium compound catalyst containing pentamethylcyclopentadienyl group. The hydrogen donor is formic acid, metal salt thereof of. The compound of chemical formula 2 is prepared by reacting alpha-hydroxy ketone of chemical formula 4 with sulfamide of chemical formula 5 by thermal reflux or under an acidic condition.

Abstract translation: 目的：提供制备[1,2,3] - 氧杂噻唑烷-2,2-二氧化物或其衍生物的方法简单有效地获得对映体纯的化合物。 构成：具有光学活性的化学式1a或1b化合物的制备方法包括在氢供体和含有五甲基环戊二烯基的铑化合物催化剂的存在下进行化学式2的化合物的不对称还原的步骤。 氢供体是甲酸，其金属盐。 化学式2的化合物通过使化学式4的α-羟基酮与化学式5的磺酰胺通过热回流或在酸性条件下反应来制备。

公开(公告)号：KR1020110006377A

公开(公告)日：2011-01-20

申请号：KR1020090063981

申请日：2009-07-14

Applicant: 한국화학연구원

Inventor： 이기인 ,  곽세훈

IPC: C07D307/80 ,  C07D333/56 ,  C07D333/54

Abstract: PURPOSE: A method for preparing optically active 2-sulfonyl oxy-1-heteroaryl ethanol derivative is provided to prepare pure bufuralol of optical isomer. CONSTITUTION: A 2-sulfony oxy-1-heteroaryl ethanol derivative is prepared by asymmetric reduction of alpha-sulfonyl oxy hetero aryl ketone compound of chemical formula 3 under the presence of hydrogen donor and rhodium compound catalyst containing pentamethyl cyclopentadienyl group of chemical formula 4. The hydrogen donor is formic acid or metal salt or ammonium salt thereof. The hydrogen donor is used without a solvent or is dissolved in a solvent. The solvent is ethyl acetate, toluene, methylene chloride, dimethylform amide(DMF), tetrahydrofurane(THF), acetonitrile or isopropanol. A pure bufuralol is prepared by reacting the optically active 2-sulfonyl oxy-1-heteroaryl ethanol derivative compound of chemical formula 1c or 1d with t-butyl amine.

Abstract translation: 目的：提供光学活性2-磺酰基氧基-1-杂芳基乙醇衍生物的制备方法，以制备光学异构体的纯糠醛醇。 组成：2-磺基氧基-1-杂芳基乙醇衍生物是通过化学式3的α-磺酰氧基杂芳基酮化合物在含氢化合物4的五甲基环戊二烯基的氢供体和铑化合物催化剂的存在下不对称还原制备的。 氢供体是甲酸或其金属盐或铵盐。 氢供体无溶剂使用或溶解于溶剂中。 溶剂为乙酸乙酯，甲苯，二氯甲烷，二甲基甲酰胺（DMF），四氢呋喃（THF），乙腈或异丙醇。 通过使化学式1c或1d的光学活性2-磺酰基氧基-1-杂芳基乙醇衍生物化合物与叔丁基胺反应来制备纯糠醛。

公开(公告)号：KR101286617B1

公开(公告)日：2013-07-23

申请号：KR1020100058586

申请日：2010-06-21

Applicant: 한국화학연구원

Inventor： 이기인 ,  이현규 ,  최은복 ,  곽세훈 ,  이선아 ,  이은실 ,  한주애 ,  강소영

IPC: C07D291/04 ,  C07D419/04 ,  C07D285/10

CPC classification number: C07D285/10 ,  C07D291/04 ,  C07D419/04

Abstract: 본 발명은 [1,2,3]-옥사티아졸리딘-2,2-디옥사이드 또는 [1,2,5]-티아디아졸리딘-1,1-디옥사이드 유도체의 신규한 제조방법에 관한 것으로, 본 발명의 제조방법은 5
H -[1,2,3]-옥사티아졸-2,2-디옥사이드 또는 [1,2,5]-티아디아졸린-1,1-디옥사이드를 로듐 화합물 촉매 및 수소공여체의 존재 하에 비대칭 환원반응시킴으로써 거울상 이성질체적으로 순수한 [1,2,3]-옥사티아졸리딘-2,2-디옥사이드 또는 [1,2,5]-티아디아졸리딘-1,1-디옥사이드 유도체를 간편하고, 효율적으로 제조할 수 있다.

公开(公告)号：KR101143386B1

公开(公告)日：2012-05-17

申请号：KR1020090063981

申请日：2009-07-14

Applicant: 한국화학연구원

Inventor： 이기인 ,  곽세훈

IPC: C07D307/80 ,  C07D333/56 ,  C07D333/54

Abstract: PURPOSE: A method for preparing optically active 2-sulfonyl oxy-1-heteroaryl ethanol derivative is provided to prepare pure bufuralol of optical isomer. CONSTITUTION: A 2-sulfony oxy-1-heteroaryl ethanol derivative is prepared by asymmetric reduction of alpha-sulfonyl oxy hetero aryl ketone compound of chemical formula 3 under the presence of hydrogen donor and rhodium compound catalyst containing pentamethyl cyclopentadienyl group of chemical formula 4. The hydrogen donor is formic acid or metal salt or ammonium salt thereof. The hydrogen donor is used without a solvent or is dissolved in a solvent. The solvent is ethyl acetate, toluene, methylene chloride, dimethylform amide(DMF), tetrahydrofurane(THF), acetonitrile or isopropanol. A pure bufuralol is prepared by reacting the optically active 2-sulfonyl oxy-1-heteroaryl ethanol derivative compound of chemical formula 1c or 1d with t-butyl amine.

公开(公告)号：KR101071293B1

公开(公告)日：2011-10-07

申请号：KR1020090063995

申请日：2009-07-14

Applicant: 한국화학연구원

Inventor： 이기인 ,  이도민 ,  곽세훈

IPC: C07D409/04 ,  C07D409/02

Abstract: 본발명은광학활성 2-설포닐옥시-1-헤테로아릴에탄올유도체의제조방법및 이를이용한거울상이성질체적으로순수한헤테로아릴-아미노알코올의제조방법에관한것으로, 더욱구체적으로는α-설포닐옥시헤테로아릴케톤화합물을펜타메틸사이클로펜타디에닐기를함유하는로듐화합물촉매및 수소공여체의존재하에비대칭환원반응시켜이루어지는광학활성을갖는 2-설포닐옥시-1-헤테로아릴에탄올유도체의제조방법및 상기 2-설포닐옥시-1-헤테로아릴에탄올유도체를이용한거울상이성질체적으로순수한헤테로아릴-아미노알코올의제조방법에관한것이다. 본발명에따른광학활성을갖는 2-설포닐옥시-1-헤테로아릴에탄올유도체의제조방법에의하면광학활성 2-설포닐옥시-1-헤테로아릴에탄올유도체를종래의어떤방법보다도높은 ee로수득할수 있으며, 출발물질로상기높은광학활성을가지는 2-설포닐옥시-1-헤테로아릴에탄올유도체를이용함으로써거울상이성질체적으로순수한헤테로아릴-아미노알코올및 둘록세틴을제조할수 있을뿐만아니라, 종래방법보다도높은 ee로수득할수 있다.