KR100984653B1 - 에폭시트리아졸 유도체 및 그에 대한 중간체를 제조하는방법 - Google Patents
에폭시트리아졸 유도체 및 그에 대한 중간체를 제조하는방법 Download PDFInfo
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- KR100984653B1 KR100984653B1 KR1020047020723A KR20047020723A KR100984653B1 KR 100984653 B1 KR100984653 B1 KR 100984653B1 KR 1020047020723 A KR1020047020723 A KR 1020047020723A KR 20047020723 A KR20047020723 A KR 20047020723A KR 100984653 B1 KR100984653 B1 KR 100984653B1
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- difluorophenyl
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/14—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by free hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/673—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by change of size of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/16—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by esterified hydroxyl radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epoxy Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Description
Claims (21)
- 제 1 항에 있어서, Ar 이 2,4-디플루오로페닐기 및 2,5-디플루오로페닐기로 이루어진 군으로부터 선택되는 기인 제조방법.
- 제 2 항에 있어서, R 이 메틸기인 제조방법.
- 하기 화학식 (III) 의 화합물(식 중,Ar 은 1 내지 3 개의 할로겐 원자(들) 또는 트리플루오로메틸기로 치환될 수 있는 페닐기이고,R 은 수소 원자 또는 탄소수 1 내지 12 의 알킬기이다) 또는 이의 염의 제조방법으로서,하기 화학식 (I) 의 화합물(식 중, 각 기호는 상기 정의한 바와 같다) 을 염기의 존재하에서 트리메틸옥소술포늄염 또는 트리메틸술포늄염과 반응시켜 화학식 (II) 의 화합물(식 중, 각 기호는 상기 정의한 바와 같다) 을 수득하는 단계를 포함하는, 상기 화학식 (III) 의 화합물 또는 이의 염의 제조방법.
- 제 4 항에 있어서, Ar 이 2,4-디플루오로페닐기 및 2,5-디플루오로페닐기로 이루어진 군으로부터 선택되는 기인 제조방법.
- 제 6 항에 있어서, R 이 메틸기인 제조방법.
- 하기 화학식 (IV) 의 화합물(식 중,Ar 은 1 내지 3 개의 할로겐 원자(들) 또는 트리플루오로메틸기로 치환될 수 있는 페닐기이고,R 은 수소 원자 또는 탄소수 1 내지 12 의 알킬기이며X 는 -OSO2R1 (R1 은, 할로겐 원자로 치환될 수 있는 탄소수 1 내지 12 의 알킬기, 또는 탄소수 1 내지 12 의 알킬기 또는 할로겐 원자로 치환될 수 있는 페닐기임) 이다) 의 제조방법으로서,화학식 (I) 의 화합물(식 중, 각 기호는 상기 정의한 바와 같다) 을 염기의 존재하에서 트리메틸옥소술포늄염 또는 트리메틸술포늄염과 반응시켜 화학식 (II) 의 화합물(식 중, 각 기호는 상기 정의한 바와 같다) 을 수득하는 단계를 포함하는, 상기 화학식 (IV) 의 화합물의 제조방법.
- 제 8 항에 있어서, Ar 이 2,4-디플루오로페닐기 및 2,5-디플루오로페닐기로 이루어진 군으로부터 선택되는 기인 제조방법.
- 제 10 항에 있어서, R 이 메틸기인 제조방법.
- 하기 화학식 (V) 의 에폭시트리아졸 유도체(식 중,Ar 은 1 내지 3 개의 할로겐 원자(들) 또는 트리플루오로메틸기로 치환될 수 있는 페닐기이고,R 은 수소 원자 또는 탄소수 1 내지 12 의 알킬기이다) 또는 이의 염의 제조방법으로서,하기 화학식 (I) 의 화합물(식 중, 각 기호는 상기 정의한 바와 같다) 을 염기의 존재하에서 트리메틸옥소술포늄염 또는 트리메틸술포늄염과 반응시켜 하기 화학식 (II) 의 화합물(식 중, 각 기호는 상기 정의한 바와 같다) 을 수득하는 단계를 포함하는, 상기 화학식 (V) 의 에폭시트리아졸 유도체 또는 이의 염의 제조방법.
- 제 12 항에 있어서, Ar 이 2,4-디플루오로페닐기 및 2,5-디플루오로페닐기로 이루어진 군으로부터 선택되는 기인 제조방법.
- 제 14 항에 있어서, R 이 메틸기인 제조방법.
- 제 3 항, 제 7 항, 제 11 항 및 제 15 항 중 어느 한 항에 있어서, 상기 화학식 (I) 의 화합물이 (2R)-2-(1-에톡시에톡시)-1-(2,4-디플루오로페닐)-1-프로파논의 탈보호화로 수득된 (2R)-2′,4′-디플루오로-2-히드록시프로피오페논인 제조방법.
- (2R)-2-(1-에톡시에톡시)-1-(2,4-디플루오로페닐)-1-프로파논.
- (2R)-2-(1-에톡시에톡시)-1-(2,5-디플루오로페닐)-1-프로파논.
- (2R)-2′,5′-디플루오로-2-히드록시프로피오페논.
- (2R,3R)-3-(2′,5′-디플루오로페닐)-3,4-에폭시-2-부탄올.
- (2R,3R)-3-(2′,5′-디플루오로페닐)-3,4-에폭시-2-메탄술포닐옥시부탄.
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2002180610 | 2002-06-20 | ||
JPJP-P-2002-00180610 | 2002-06-20 | ||
JP2002313317 | 2002-10-28 | ||
JPJP-P-2002-00313317 | 2002-10-28 | ||
JP2002318833 | 2002-10-31 | ||
JPJP-P-2002-00318833 | 2002-10-31 | ||
PCT/JP2003/007316 WO2004000826A1 (ja) | 2002-06-20 | 2003-06-10 | エポキシトリアゾール誘導体およびその中間体の製造方法 |
Publications (2)
Publication Number | Publication Date |
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KR20050019764A KR20050019764A (ko) | 2005-03-03 |
KR100984653B1 true KR100984653B1 (ko) | 2010-10-01 |
Family
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Application Number | Title | Priority Date | Filing Date |
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KR1020047020723A KR100984653B1 (ko) | 2002-06-20 | 2003-06-10 | 에폭시트리아졸 유도체 및 그에 대한 중간체를 제조하는방법 |
Country Status (10)
Country | Link |
---|---|
US (2) | US6884892B2 (ko) |
EP (1) | EP1535914B1 (ko) |
JP (1) | JP4336648B2 (ko) |
KR (1) | KR100984653B1 (ko) |
CN (1) | CN1298711C (ko) |
AT (1) | ATE531702T1 (ko) |
AU (1) | AU2003242144A1 (ko) |
CA (1) | CA2489611C (ko) |
ES (1) | ES2372275T3 (ko) |
WO (1) | WO2004000826A1 (ko) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE602004032543D1 (de) * | 2003-07-18 | 2011-06-16 | Kaneka Corp | Optisch aktives halogenhydrinderivat und verfahren zur herstellung eines optisch aktiven epoxyalkoholderivats davon |
JP4651969B2 (ja) * | 2004-04-28 | 2011-03-16 | 株式会社カネカ | エポキシトリアゾール化合物の製造方法 |
WO2006005682A2 (en) | 2004-07-08 | 2006-01-19 | Ciba Specialty Chemicals Holding Inc. | Preparation of alpha-hydroxy and alpha-amino ketones |
ES2361260T3 (es) * | 2004-11-30 | 2011-06-15 | Sumitomo Chemical Company Limited | Proceso para producir un derivado de epoxitriazol. |
JP2006182765A (ja) * | 2004-11-30 | 2006-07-13 | Sumitomo Chemical Co Ltd | エポキシトリアゾール誘導体の製造方法 |
WO2007062542A2 (en) | 2005-12-01 | 2007-06-07 | Basilea Pharmaceutica Ag | Process for the manufacture of epoxybutanol intermediates |
JP4278669B2 (ja) * | 2006-08-17 | 2009-06-17 | 住友化学株式会社 | エポキシ化合物の精製方法 |
DE602007010986D1 (de) * | 2006-12-13 | 2011-01-13 | Roche Diagnostics Gmbh | Verwendung von acetalen zur isolation von nukleinsäuren |
JP5054397B2 (ja) * | 2007-03-12 | 2012-10-24 | 住友化学株式会社 | エポキシトリアゾール誘導体またはその塩の製造方法 |
JP5654738B2 (ja) * | 2008-08-08 | 2015-01-14 | 株式会社カネカ | エポキシトリアゾール誘導体の製造法 |
US8207352B2 (en) * | 2009-10-08 | 2012-06-26 | Drug Process Licensing Associates LLC | Process for the manufacture of enantiomerically pure antifungal azoles as ravuconazole and isavuconazole |
WO2015150947A1 (en) * | 2014-03-29 | 2015-10-08 | Wockhardt Limited | A process for the preparation of isavuconazole and its intermediates |
US10144702B2 (en) * | 2014-10-03 | 2018-12-04 | Purac Biochem B.V. | Method for the manufacture of N,N-dialkyllactamide |
CA3005743A1 (en) * | 2015-11-17 | 2017-05-26 | Dow Agrosciences Llc | 4-((6-(2-(2,4-difluorophenyl)-1,1-difluoro-2-hydroxy-3-(1h-1,2,4-triazol-1-yl)propyl)pyridin-3-yl)oxy)benzonitrile and processes of preparation |
TWI636049B (zh) * | 2015-11-17 | 2018-09-21 | 美商維愛美製藥公司 | 製備4-((6-(2-(2,4-二氟苯基)-1,1-二氟-2-羥基-3-(1h-1,2,4-三唑-1-基)丙基)吡啶-3-基)氧基)苄腈之方法 |
CN110997646B (zh) * | 2017-08-10 | 2023-06-20 | 住友化学株式会社 | 环氧醇化合物的制造方法 |
CN115856144B (zh) * | 2022-12-19 | 2023-07-07 | 华夏生生药业(北京)有限公司 | 一种氟康唑原料药及注射液中三甲基碘化亚砜杂质的检测方法 |
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US3442912A (en) * | 1965-09-23 | 1969-05-06 | Dow Chemical Co | Synthesis of aromatic epoxides from trialkylsulfonium salts |
EP0061835B1 (en) | 1981-03-18 | 1989-02-01 | Imperial Chemical Industries Plc | Triazole compounds, a process for preparing them, their use as plant fungicides and fungicidal compositions containing them |
KR927003494A (ko) | 1989-09-01 | 1992-12-18 | 제임스 알. 넬슨 | 항진균 화합물을 제조하기 위한 비대칭 화학합성법 및 중간체 |
IE903395A1 (en) | 1989-09-26 | 1991-04-10 | Takeda Chemical Industries Ltd | Triazole compounds, their production and use |
JPH04356471A (ja) | 1991-03-25 | 1992-12-10 | Takeda Chem Ind Ltd | トリアゾール化合物およびその用途 |
TW297813B (ko) * | 1993-09-24 | 1997-02-11 | Takeda Pharm Industry Co Ltd | |
AU4675596A (en) * | 1995-02-17 | 1996-09-04 | Takeda Chemical Industries Ltd. | Azole compounds, their production and use |
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2002
- 2002-12-31 US US10/335,400 patent/US6884892B2/en not_active Expired - Lifetime
-
2003
- 2003-06-10 AU AU2003242144A patent/AU2003242144A1/en not_active Abandoned
- 2003-06-10 KR KR1020047020723A patent/KR100984653B1/ko active IP Right Grant
- 2003-06-10 WO PCT/JP2003/007316 patent/WO2004000826A1/ja active Application Filing
- 2003-06-10 JP JP2004515483A patent/JP4336648B2/ja not_active Expired - Lifetime
- 2003-06-10 AT AT03730869T patent/ATE531702T1/de active
- 2003-06-10 EP EP03730869A patent/EP1535914B1/en not_active Expired - Lifetime
- 2003-06-10 CA CA2489611A patent/CA2489611C/en not_active Expired - Fee Related
- 2003-06-10 CN CNB038144506A patent/CN1298711C/zh not_active Expired - Lifetime
- 2003-06-10 ES ES03730869T patent/ES2372275T3/es not_active Expired - Lifetime
-
2004
- 2004-05-10 US US10/842,600 patent/US7297802B2/en not_active Expired - Fee Related
Non-Patent Citations (3)
Title |
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Bulletin of the Chemical Society of Japan (Bull. Chem. Soc. Jpn), Vol. 67, 1427-1433 (1994) |
Pharmaceutical Society of Japan, vol. 43, No. 3, pp. 432-440 (1995) |
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Also Published As
Publication number | Publication date |
---|---|
CN1298711C (zh) | 2007-02-07 |
US6884892B2 (en) | 2005-04-26 |
US7297802B2 (en) | 2007-11-20 |
WO2004000826A8 (ja) | 2004-10-28 |
CA2489611A1 (en) | 2003-12-31 |
WO2004000826A1 (ja) | 2003-12-31 |
EP1535914A1 (en) | 2005-06-01 |
AU2003242144A1 (en) | 2004-01-06 |
AU2003242144A8 (en) | 2004-01-06 |
EP1535914B1 (en) | 2011-11-02 |
JPWO2004000826A1 (ja) | 2005-10-20 |
CA2489611C (en) | 2011-06-14 |
KR20050019764A (ko) | 2005-03-03 |
US20040267024A1 (en) | 2004-12-30 |
ATE531702T1 (de) | 2011-11-15 |
CN1662518A (zh) | 2005-08-31 |
ES2372275T3 (es) | 2012-01-17 |
JP4336648B2 (ja) | 2009-09-30 |
US20030236419A1 (en) | 2003-12-25 |
EP1535914A4 (en) | 2006-05-24 |
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