CN101172980B - 制备六氢-呋喃并[2,3-b]呋喃-3-醇的方法 - Google Patents
制备六氢-呋喃并[2,3-b]呋喃-3-醇的方法 Download PDFInfo
- Publication number
- CN101172980B CN101172980B CN200710186668XA CN200710186668A CN101172980B CN 101172980 B CN101172980 B CN 101172980B CN 200710186668X A CN200710186668X A CN 200710186668XA CN 200710186668 A CN200710186668 A CN 200710186668A CN 101172980 B CN101172980 B CN 101172980B
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- China
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- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 0 *C(*)C(C[N+]([O-])=O)C(*)CO Chemical compound *C(*)C(C[N+]([O-])=O)C(*)CO 0.000 description 2
- RCDXYCHYMULCDZ-INWUZDNDSA-N O[C@H]1C(CCO2)C2OC1 Chemical compound O[C@H]1C(CCO2)C2OC1 RCDXYCHYMULCDZ-INWUZDNDSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/18—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/20—Oxygen atoms
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Abstract
Description
化合物 | 构型原子3 | 构型原子3a | 构型原子6a | 立体化学描述符号 |
7.1 | R | S | R | (3R,3aS,6aR) |
7.2 | R | R | S | (3R,3aR,6aS) |
7.3 | S | R | S | (3S,3aR,6aS) |
7.4 | S | S | R | (3S,3aS,6aR) |
Claims (4)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP01203416.1 | 2001-09-10 | ||
EP01203416 | 2001-09-10 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB028176391A Division CN100519561C (zh) | 2001-09-10 | 2002-09-06 | 制备六氢-呋喃并[2,3-b]呋喃-3-醇的方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN101172980A CN101172980A (zh) | 2008-05-07 |
CN101172980B true CN101172980B (zh) | 2011-11-16 |
Family
ID=8180908
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB028176391A Expired - Lifetime CN100519561C (zh) | 2001-09-10 | 2002-09-06 | 制备六氢-呋喃并[2,3-b]呋喃-3-醇的方法 |
CN200710186668XA Expired - Lifetime CN101172980B (zh) | 2001-09-10 | 2002-09-06 | 制备六氢-呋喃并[2,3-b]呋喃-3-醇的方法 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB028176391A Expired - Lifetime CN100519561C (zh) | 2001-09-10 | 2002-09-06 | 制备六氢-呋喃并[2,3-b]呋喃-3-醇的方法 |
Country Status (28)
Country | Link |
---|---|
US (1) | US7126015B2 (zh) |
EP (1) | EP1448567B1 (zh) |
JP (1) | JP4521185B2 (zh) |
KR (1) | KR100894673B1 (zh) |
CN (2) | CN100519561C (zh) |
AP (1) | AP1758A (zh) |
AR (1) | AR036501A1 (zh) |
AT (1) | ATE453648T1 (zh) |
AU (1) | AU2002333809C1 (zh) |
BR (1) | BRPI0212341B8 (zh) |
CA (1) | CA2459168C (zh) |
CY (1) | CY1109974T1 (zh) |
DE (1) | DE60234952D1 (zh) |
DK (1) | DK1448567T3 (zh) |
EA (1) | EA010883B1 (zh) |
ES (1) | ES2338538T3 (zh) |
HK (1) | HK1068887A1 (zh) |
HR (1) | HRP20040320B1 (zh) |
HU (1) | HU229505B1 (zh) |
IL (2) | IL160166A0 (zh) |
MX (1) | MXPA04002247A (zh) |
NO (1) | NO328934B1 (zh) |
NZ (1) | NZ531641A (zh) |
PL (1) | PL224030B1 (zh) |
PT (1) | PT1448567E (zh) |
SI (1) | SI21463B (zh) |
WO (1) | WO2003022853A1 (zh) |
ZA (1) | ZA200401501B (zh) |
Families Citing this family (27)
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PT1532127E (pt) * | 2002-06-27 | 2007-01-31 | Smithkline Beecham Corp | Preparação de estereoisómeros de ( 3alfa, 3alfa/beta, 6alfa/beta )hexa-hidrofuro ( 2,3-b ) furan-3-ol |
AU2003275675A1 (en) * | 2002-12-27 | 2004-07-29 | Sumitomo Chemical Company, Limited | Process for producing hexahydrofurofuranol derivative, intermediate thereof and process for producing the same |
ME01059B (me) | 2003-12-23 | 2012-10-20 | Janssen Sciences Ireland Uc | Proces za pripremanje (3r,3as,6ar)-heksahidrofuro [2,3-b] furan-3-il (1s,2r)-3-[[(4-aminofenil) sulfonil] (izobutil) amino]-1-benzil-2- hidroksipropilkarbamata |
TWI383975B (zh) * | 2004-03-31 | 2013-02-01 | Tibotec Pharm Ltd | 製備(3R,3aS,6aR)六氫-呋喃并〔2,3-b〕呋喃-3-醇之方法 |
JP5549898B2 (ja) * | 2006-03-31 | 2014-07-16 | 独立行政法人産業技術総合研究所 | 5−ヒドロキシメチル−2−フルフラールの製造法 |
CN101541775B (zh) * | 2006-11-09 | 2011-12-28 | 泰博特克药品有限公司 | 六氢呋喃并[2,3-b]呋喃-3-醇的制备方法 |
CN101024646B (zh) * | 2007-02-06 | 2010-07-14 | 启东东岳药业有限公司 | 4-甲氧基呋喃并呋喃-2-酮的纯化方法 |
BRPI0810609A2 (pt) | 2007-04-27 | 2014-10-21 | Tibotec Pharm Ltd | Métodos para a preparação de derivados de n-isobutil-n-(2-hidróxi-a-amino-4-fenilbutil)-p-nitrobe nzenossulfonilamida |
US8592487B2 (en) | 2007-10-26 | 2013-11-26 | Concert Pharmaceuticals, Inc. | Deuterated darunavir |
TWI482775B (zh) | 2008-09-01 | 2015-05-01 | Tibotec Pharm Ltd | 用於製備(3r,3as,6ar)-六氫呋喃并〔2,3-b〕呋喃-3-基(1s,2r)-3-〔〔(4-胺基苯基)磺醯基〕(異丁基)胺基〕-1-苯甲基-2-羥基丙基胺基甲酸酯之方法 |
US20110257111A1 (en) * | 2008-10-24 | 2011-10-20 | Harbeson Scott L | Hydroxyethlamino Sulfonamide Derivatives |
US8921415B2 (en) | 2009-01-29 | 2014-12-30 | Mapi Pharma Ltd. | Polymorphs of darunavir |
BR112012009956A2 (pt) | 2009-10-30 | 2015-09-29 | Lupin Ltd | um novo processo para a preparação de darunavir e etanolato darunavir de tamanho de partícula. |
PL2528923T3 (pl) | 2010-01-28 | 2015-01-30 | Mapi Pharma Ltd | Sposób wytwarzania darunawiru i pochodnych darunawiru |
US8841467B2 (en) | 2010-11-23 | 2014-09-23 | Mylan Laboratories Limited | Process for the preparation of (3R, 3aS, 6aR)-hexahydrofuro [2, 3-b] furan-3-ol |
US8802724B2 (en) | 2010-11-30 | 2014-08-12 | Purdue Research Foundation | Processes and intermediates for preparing substituted hexahydrofuro [2,3-b] furans |
ES2848216T3 (es) | 2012-07-24 | 2021-08-05 | Laurus Labs Ltd | Un proceso para la preparación de Darunavir |
JPWO2014024898A1 (ja) * | 2012-08-09 | 2016-07-25 | 住友化学株式会社 | ヘキサヒドロフロフラノール誘導体の製造方法 |
CN103864813B (zh) * | 2012-12-18 | 2017-02-22 | 上海迪赛诺化学制药有限公司 | 一种合成六氢呋喃并[2,3‑b]呋喃‑3‑醇及其对映体的方法 |
US10633390B2 (en) * | 2015-06-25 | 2020-04-28 | Msn Laboratories Private Limited | Process for the preparation of [(1S,2R)-3-[[(4-aminophenyl)sulfonyl] (2-methylpropyl)amino]-2-hydroxy-1-(phenylmethyl)propyl]-carbamic acid (3R,3AS,6AR)hexahydro furo [2,3-B]furan-3-YL ester and its amorphous form |
WO2017041228A1 (zh) * | 2015-09-08 | 2017-03-16 | 浙江九洲药业股份有限公司 | 六氢呋喃并呋喃醇衍生物的制备方法、其中间体及其制备方法 |
CN110423228B (zh) * | 2016-02-05 | 2023-01-10 | 成都博腾药业有限公司 | 一种制备地瑞那韦中间体的方法 |
EP3532478B1 (en) | 2016-10-27 | 2021-05-26 | Gilead Sciences, Inc. | Crystalline form of darunavir free base |
CN106928248B (zh) * | 2017-02-04 | 2019-01-04 | 青岛科技大学 | 一种制备(3R,3aS,6aR)六氢呋喃并[2,3-b]呋喃-3-醇的方法 |
CN110272398B (zh) | 2018-03-16 | 2022-11-29 | 江苏瑞科医药科技有限公司 | 六氢呋喃并呋喃醇衍生物的制备方法、其中间体及其制备方法 |
CN114853774A (zh) * | 2022-06-24 | 2022-08-05 | 盐城迪赛诺制药有限公司 | 一种达卢那韦关键中间体的制备方法 |
CN115557964A (zh) * | 2022-10-18 | 2023-01-03 | 启东东岳药业有限公司 | 一种药物化合物的制备方法 |
Citations (1)
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WO2001025240A1 (en) * | 1999-10-06 | 2001-04-12 | Tibotec Pharmaceuticals Ltd. | HEXAHYDROFURO'2,3-B!FURAN-3-YL-N- {3'(1,3-BENZODIOXOL -5- YLSULFONYL) (ISOBUTYL) AMINO! -1-BENZYL-2-HYDROXYPROPYL} CARBAMATE AS RETROVIRAL PROTEASE INHIBITOR |
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NZ224497A (en) * | 1987-05-18 | 1990-04-26 | Janssen Pharmaceutica Nv | Pharmaceutical composition comprising flunarizine |
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AU6828894A (en) * | 1993-05-14 | 1994-12-12 | Merck & Co., Inc. | Hiv protease inhibitors |
DE69415326T2 (de) | 1993-08-24 | 1999-06-02 | Searle & Co | Hydroxyaminosulfonamide verwendbar als inhibitoren retroviraler proteasen |
RU2089545C1 (ru) * | 1994-09-28 | 1997-09-10 | Ярославский государственный технический университет | Способ получения 2-метил-2-этил-1,3-диоксолан-4-ил-метилметакрилата |
DE19510566A1 (de) * | 1995-03-23 | 1996-09-26 | Kali Chemie Pharma Gmbh | Benzazepin-, Benzoxazepin- und Benzothiazepin-N-essigsäurederivate sowie Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
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-
2002
- 2002-09-06 BR BRPI0212341A patent/BRPI0212341B8/pt not_active IP Right Cessation
- 2002-09-06 EP EP02797968A patent/EP1448567B1/en not_active Expired - Lifetime
- 2002-09-06 ES ES02797968T patent/ES2338538T3/es not_active Expired - Lifetime
- 2002-09-06 JP JP2003526927A patent/JP4521185B2/ja not_active Expired - Lifetime
- 2002-09-06 PT PT02797968T patent/PT1448567E/pt unknown
- 2002-09-06 CN CNB028176391A patent/CN100519561C/zh not_active Expired - Lifetime
- 2002-09-06 CN CN200710186668XA patent/CN101172980B/zh not_active Expired - Lifetime
- 2002-09-06 AT AT02797968T patent/ATE453648T1/de active
- 2002-09-06 EA EA200400430A patent/EA010883B1/ru not_active IP Right Cessation
- 2002-09-06 DK DK02797968.1T patent/DK1448567T3/da active
- 2002-09-06 IL IL16016602A patent/IL160166A0/xx unknown
- 2002-09-06 US US10/489,059 patent/US7126015B2/en not_active Expired - Lifetime
- 2002-09-06 SI SI200220026A patent/SI21463B/sl active Search and Examination
- 2002-09-06 KR KR1020047002113A patent/KR100894673B1/ko active IP Right Grant
- 2002-09-06 DE DE60234952T patent/DE60234952D1/de not_active Expired - Lifetime
- 2002-09-06 PL PL367817A patent/PL224030B1/pl unknown
- 2002-09-06 AU AU2002333809A patent/AU2002333809C1/en not_active Expired
- 2002-09-06 AP APAP/P/2004/002981A patent/AP1758A/en active
- 2002-09-06 WO PCT/EP2002/010062 patent/WO2003022853A1/en active IP Right Grant
- 2002-09-06 HU HU0402140A patent/HU229505B1/hu unknown
- 2002-09-06 MX MXPA04002247A patent/MXPA04002247A/es active IP Right Grant
- 2002-09-06 NZ NZ531641A patent/NZ531641A/en not_active IP Right Cessation
- 2002-09-06 CA CA2459168A patent/CA2459168C/en not_active Expired - Lifetime
- 2002-09-09 AR ARP020103403A patent/AR036501A1/es active IP Right Grant
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2004
- 2004-02-02 IL IL160166A patent/IL160166A/en active IP Right Grant
- 2004-02-24 ZA ZA2004/01501A patent/ZA200401501B/en unknown
- 2004-04-05 HR HRP20040320AA patent/HRP20040320B1/hr not_active IP Right Cessation
- 2004-04-06 NO NO20041434A patent/NO328934B1/no not_active IP Right Cessation
-
2005
- 2005-02-23 HK HK05101515.9A patent/HK1068887A1/xx not_active IP Right Cessation
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2010
- 2010-03-30 CY CY20101100296T patent/CY1109974T1/el unknown
Patent Citations (1)
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WO2001025240A1 (en) * | 1999-10-06 | 2001-04-12 | Tibotec Pharmaceuticals Ltd. | HEXAHYDROFURO'2,3-B!FURAN-3-YL-N- {3'(1,3-BENZODIOXOL -5- YLSULFONYL) (ISOBUTYL) AMINO! -1-BENZYL-2-HYDROXYPROPYL} CARBAMATE AS RETROVIRAL PROTEASE INHIBITOR |
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M.PEZECHK.anewroutetoperhydro-andtetrahydro-furo-2 3b furansvia radical cyclisation.Tetrahedron Letters27 32.1986 |
MASAHIKO UCHIYAMA ET AL.stereoselective synthesis of optically active perhydrofuro[2,3-b]furan derivatives.tetrahedron letters42.2001,424653-4656. * |
MASAHIKOUCHIYAMAETAL.stereoselectivesynthesisofopticallyactiveperhydrofuro[2 3-b]furan derivatives.tetrahedron letters42.2001 |
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