KR910020015A - 비-라세미형의 푸로[3,4-c] 피리딘 유도체의 제조방법 - Google Patents
비-라세미형의 푸로[3,4-c] 피리딘 유도체의 제조방법 Download PDFInfo
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- KR910020015A KR910020015A KR1019910007684A KR910007684A KR910020015A KR 910020015 A KR910020015 A KR 910020015A KR 1019910007684 A KR1019910007684 A KR 1019910007684A KR 910007684 A KR910007684 A KR 910007684A KR 910020015 A KR910020015 A KR 910020015A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/06—Peri-condensed systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/18—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms containing at least two hetero rings condensed among themselves or condensed with a common carbocyclic ring system, e.g. rifamycin
- C12P17/182—Heterocyclic compounds containing nitrogen atoms as the only ring heteroatoms in the condensed system
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P41/00—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture
- C12P41/003—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
- C12P41/004—Processes using enzymes or microorganisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Analytical Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyridine Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (8)
- 하기 일반식(2) 또는 (3)의 화합물등 중에서 선택된 1종의 라세미 혼합물을, 이 화합물의 (+) 또는 (-) 거울상 이성질체 형을 가수분해시킬 수 있는 에스테라제와 작용시킨 다음, 가수분해되지 않은 화합물과 가수분해된 화합물을 분리시킴으로써 분할하는 것을 특징으로 하는, 실질적으로 비-라세미 형인 하기 일반식(Ⅰ)의 푸로[3,4-C] 피리딘 유도체 및 제약학상 허용되는 그의 염의 제조 방법.상기 식들 중, R3및 R3'은 독립적으로 수소 원자, 시아노기, 포화 또는 불포화된 직쇄 알킬기, 3 내지 6원 헤테로시클릭기, 3 내지 6원 시클로알킬기, 각각 하나 이상의 할로겐, 트리플루오로알킬, 저급 알킬, 저급 알콕시, 저급 티오알킬, 디알킬아미노, 디알킬아미노 알콕시 또는 α-또는 β-알콕시 N-피롤리디닐기로 치환되어도 좋은 페닐기, 페닐알킬기 또는 페닐알케닐기(단, 각 경우에 있어서 알킬 또는 알콕시 각각은 탄소수가 5개 이하임)이거나, 또는 식으로 나타내어지는 기(여기서, n은 2 내지 제5의 정수이고, X는 1 내지 3개의 메톡시기임)이고, R4는 수소 또는 할로겐 원자이며, R6은 하나 이상의 히드록시, 시아노, 아미노, 치환된 아미노, C1-C4알킬 또는 C1-C4알케닐로 치환되어도 좋은, 탄소수가 5개 이하인 직쇄 또는 분지쇄 저급 알킬 또는 알케닐이거나, 또는 식로 나타내어지는 기(여기서, n 및 X는 상기 정의 된 바와 같고, Y는 탄소수가 5개 이하인 직쇄 또는 분지쇄 저급 알킬기임)이되, 단 R3또는 R3'중 하나가 시아노이고 나머지 하나가 식로 나타내어지는 기일 경우, R6은로 나타내어지는 기가 될수 없으며, R7은 탄소수가 18개 이하인 아실기이다.
- 제1항에 있어서, 상기 에스테라제가 세린 프로테이나제, α-키모트립신, 트립신, 리파제, 맥아의 리파제및 돼지 췌장의 리파제로 이루어진 군 중에서 선택된 것인 방법.
- 제1항 또는 제2항에 있어서, 출발 물질이 상기 일반식(2)의 화합물인 방법.
- 제1항 또는 제2항에 있어서, 출발 물질이 상기 일반식(3)의 화합물인 방법.
- 제1항 내지 제4항중 어느 한 항에 있어서, R3이 P-클로로페닐이고, R3' 및 R4가 수소이고, R6이 메틸인 방법.
- 제1항 내지 제4항중 어느 한 항에 있어서, R3이 수소이고, R3'이 2-푸릴이며, R4가 수소이고, R6이 에틸인 방법.
- 제1항 내지 제4항중 어느 한 항에 있어서, R3및 R3'이 메틸이며, R4가 수소이고, R6이 프로필인 방법.
- 제1항 내지 제7항중 어느 한 항에 따른 방법에 의해 제조된 푸로[3,4-C] 피리딘 화합물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US523,238 | 1990-05-14 | ||
US07/523,238 US5130252A (en) | 1990-05-14 | 1990-05-14 | Resolution of furopyridine enantiomers and synthetic precursors thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
KR910020015A true KR910020015A (ko) | 1991-12-19 |
Family
ID=24084213
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910007684A KR910020015A (ko) | 1990-05-14 | 1991-05-13 | 비-라세미형의 푸로[3,4-c] 피리딘 유도체의 제조방법 |
Country Status (32)
Country | Link |
---|---|
US (1) | US5130252A (ko) |
JP (1) | JPH05117277A (ko) |
KR (1) | KR910020015A (ko) |
AR (1) | AR247762A1 (ko) |
AT (1) | AT400445B (ko) |
AU (1) | AU642368B2 (ko) |
BE (1) | BE1007016A3 (ko) |
CA (1) | CA2042421C (ko) |
CH (1) | CH682488A5 (ko) |
DE (1) | DE4115681C2 (ko) |
DK (1) | DK88991A (ko) |
DZ (1) | DZ1499A1 (ko) |
ES (1) | ES2033574B1 (ko) |
FI (1) | FI97807C (ko) |
FR (1) | FR2661919B1 (ko) |
GB (1) | GB2244056B (ko) |
GR (1) | GR1001593B (ko) |
HK (1) | HK131993A (ko) |
IE (1) | IE65891B1 (ko) |
IT (1) | IT1248743B (ko) |
LU (1) | LU87935A1 (ko) |
MA (1) | MA22154A1 (ko) |
MY (1) | MY107567A (ko) |
NL (1) | NL194615C (ko) |
NO (1) | NO180308C (ko) |
NZ (1) | NZ238009A (ko) |
OA (1) | OA09352A (ko) |
PT (1) | PT97657B (ko) |
SE (1) | SE510808C2 (ko) |
TN (1) | TNSN91035A1 (ko) |
TW (1) | TW226998B (ko) |
ZA (1) | ZA913461B (ko) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0221494D0 (en) * | 2002-09-16 | 2002-10-23 | Generics Uk Ltd | Novel processes for the preparation of 1.3-dihydro-6-methylfuro (3,4-c) pyndin derivatives |
US20110251396A1 (en) * | 2003-07-17 | 2011-10-13 | Gilead Sciences, Inc. | Enantiomeric compositions of cicletanine, alone and in combination with other agents, for the treatment of disease |
GB2419529B (en) * | 2003-07-17 | 2008-01-09 | Cotherix Inc | Combination therapies for treatment of hypertension and complications in patients with diabetes or metabolic syndrome |
US20060089374A1 (en) * | 2003-07-17 | 2006-04-27 | Glenn Cornett | Enantiomeric compositions of cicletanine, alone and in combination with other agents, for the treatment of disease |
GB2423927A (en) * | 2003-08-29 | 2006-09-13 | Cotherix Inc | Combination Of Cicletanine And An Oral Antidiabetic And/Or Blood Lipid-Lowering Agent For Treating Diabetes And Metabolic Syndrome |
US20060154959A1 (en) * | 2005-01-13 | 2006-07-13 | Navitas Pharma | Combination therapies of cicletanine and carvedilol |
EP1841436A4 (en) * | 2005-01-05 | 2008-02-20 | Medicure Int Inc | COMPOUNDS AND METHOD FOR REGULATING TRIGLYCERID MIRRORS |
US20080096915A1 (en) * | 2005-01-13 | 2008-04-24 | Greenberg Traurig LLP | Compositions for the treatment of metabolic disorders |
US20070141174A1 (en) * | 2005-01-13 | 2007-06-21 | Navitas Pharma, Inc. | Enantiomeric compositions of cicletanine, in combination with other agents, for the treatment of hypertension |
US20070105817A1 (en) * | 2005-11-09 | 2007-05-10 | Jim Page | Use of cicletanine and other furopyridines for treatment of systolic-predominant hypertension, isolated systolic hypertension, elevated pulse pressure, and general hypertension |
WO2008085872A1 (en) * | 2007-01-03 | 2008-07-17 | Cornett Glenn V | Cicletanine and pkc inhibitors in the treatment of pulmonary and cardiac disorders |
US8354394B2 (en) | 2009-10-29 | 2013-01-15 | Merck Sharp & Dohme Corp. | Diuretics |
Family Cites Families (21)
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IN156817B (ko) * | 1981-02-10 | 1985-11-09 | Scras | |
US4985365A (en) * | 1981-11-28 | 1991-01-15 | Sumitomo Chemical Company, Ltd. | Process for producing optically active benzyl alcohol compound |
DE3378834D1 (en) * | 1982-08-13 | 1989-02-09 | Kanegafuchi Chemical Ind | Process for production of optically active oxazolidinone derivative |
IN160104B (ko) * | 1983-04-05 | 1987-06-27 | Scras | |
JPS59216590A (ja) * | 1983-05-24 | 1984-12-06 | Ube Ind Ltd | 光学活性フエニルプロパルギルアルコ−ル誘導体の製法 |
GB8327817D0 (en) * | 1983-10-18 | 1983-11-16 | Scras | 4-halo-furo-(3 4-c)-pyridine derivatives |
GB8330517D0 (en) * | 1983-11-16 | 1983-12-21 | Scras | 6-vinyl-furo-(3,4-c)pyridine derivatives |
GB8330658D0 (en) * | 1983-11-17 | 1983-12-29 | Scras | 7-carboxymethoxy-furo-(3,4-c)-pyridine derivatives |
GB8402740D0 (en) * | 1984-02-02 | 1984-03-07 | Scras | Furo-(3 4-c)-pyridine derivatives |
JPS60224494A (ja) * | 1984-04-24 | 1985-11-08 | Nissan Chem Ind Ltd | α−メチルベンジルアルコ−ル類の光学分割法 |
GB8414559D0 (en) * | 1984-06-07 | 1984-07-11 | Scras | Pyridine derivatives |
GB8427218D0 (en) * | 1984-10-27 | 1984-12-05 | Scras | Pyridine derivatives |
JPS61289899A (ja) * | 1985-06-18 | 1986-12-19 | Kanegafuchi Chem Ind Co Ltd | 光学活性2−ハロ−1−フエニルエタノ−ルおよびそのエステルの製造法 |
US4916074A (en) * | 1986-10-30 | 1990-04-10 | Chisso Corporation | Process for producing optically active compounds |
JP2691986B2 (ja) * | 1987-08-28 | 1997-12-17 | チッソ株式会社 | ピリジン骨格を有する光学活性化合物の製造法 |
DE3737335A1 (de) * | 1987-11-04 | 1989-05-18 | Basf Ag | Verfahren zur herstellung eines biokatalysators und dessen verwendung zur razematspaltung |
DE3990349T1 (de) * | 1988-04-06 | 1990-04-26 | Scras | Stereospezifisches verfahren zur herstellung von enantiomeren von furo(3,4-c)pyridin, so erhaltene verbindungen und therapeutische zusammensetzungen auf basis dieser verbindungen |
GB8808001D0 (en) * | 1988-04-06 | 1988-05-05 | Scras | Stereospecific preparative process for furol(3,4-c)pyridine derivatives |
NL8801311A (nl) * | 1988-05-20 | 1989-12-18 | Stamicarbon | Fenylglycidaatstereoisomeren, omzettingsprodukten daarvan met 2-nitrothiofenol en de bereiding van diltiazem. |
GB8907480D0 (en) * | 1989-04-03 | 1989-05-17 | Scaras Societe De Conseils De | Separation of insomers of furo(3,4-c)pyridine derivatives |
GB8917168D0 (en) * | 1989-07-27 | 1989-09-13 | Scras | Asymmetric synthesis of furo(3,4-c)pyridine derivatives |
-
1990
- 1990-05-14 US US07/523,238 patent/US5130252A/en not_active Expired - Lifetime
-
1991
- 1991-04-24 GR GR910100180A patent/GR1001593B/el not_active IP Right Cessation
- 1991-04-29 AU AU76200/91A patent/AU642368B2/en not_active Ceased
- 1991-05-01 NL NL9100749A patent/NL194615C/nl not_active IP Right Cessation
- 1991-05-01 NZ NZ238009A patent/NZ238009A/en unknown
- 1991-05-02 CH CH1318/91A patent/CH682488A5/fr not_active IP Right Cessation
- 1991-05-07 GB GB9109810A patent/GB2244056B/en not_active Expired - Fee Related
- 1991-05-07 ZA ZA913461A patent/ZA913461B/xx unknown
- 1991-05-08 MY MYPI91000775A patent/MY107567A/en unknown
- 1991-05-08 IT ITMI911255A patent/IT1248743B/it active IP Right Grant
- 1991-05-08 DZ DZ910055A patent/DZ1499A1/fr active
- 1991-05-10 AR AR91319663A patent/AR247762A1/es active
- 1991-05-13 FI FI912315A patent/FI97807C/fi active
- 1991-05-13 SE SE9101431A patent/SE510808C2/sv not_active IP Right Cessation
- 1991-05-13 TN TNTNSN91035A patent/TNSN91035A1/fr unknown
- 1991-05-13 MA MA22424A patent/MA22154A1/fr unknown
- 1991-05-13 NO NO911852A patent/NO180308C/no not_active IP Right Cessation
- 1991-05-13 ES ES9101157A patent/ES2033574B1/es not_active Expired - Fee Related
- 1991-05-13 BE BE9100441A patent/BE1007016A3/fr not_active IP Right Cessation
- 1991-05-13 KR KR1019910007684A patent/KR910020015A/ko not_active Application Discontinuation
- 1991-05-13 IE IE162891A patent/IE65891B1/en not_active IP Right Cessation
- 1991-05-13 AT AT0098291A patent/AT400445B/de not_active IP Right Cessation
- 1991-05-13 DK DK088991A patent/DK88991A/da not_active Application Discontinuation
- 1991-05-13 CA CA002042421A patent/CA2042421C/en not_active Expired - Fee Related
- 1991-05-14 JP JP3109203A patent/JPH05117277A/ja active Pending
- 1991-05-14 OA OA59998A patent/OA09352A/xx unknown
- 1991-05-14 FR FR9105766A patent/FR2661919B1/fr not_active Expired - Lifetime
- 1991-05-14 LU LU87935A patent/LU87935A1/fr unknown
- 1991-05-14 PT PT97657A patent/PT97657B/pt not_active IP Right Cessation
- 1991-05-14 DE DE4115681A patent/DE4115681C2/de not_active Expired - Lifetime
- 1991-07-09 TW TW080105317A patent/TW226998B/zh active
-
1993
- 1993-12-02 HK HK1319/93A patent/HK131993A/xx not_active IP Right Cessation
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