WO2007030721A3 - Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe - Google Patents
Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe Download PDFInfo
- Publication number
- WO2007030721A3 WO2007030721A3 PCT/US2006/035060 US2006035060W WO2007030721A3 WO 2007030721 A3 WO2007030721 A3 WO 2007030721A3 US 2006035060 W US2006035060 W US 2006035060W WO 2007030721 A3 WO2007030721 A3 WO 2007030721A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- fluorophenyl
- compound
- processes
- ezetimibe
- azetidinone
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
- C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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
Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP06803223A EP1922304A2 (en) | 2005-09-08 | 2006-09-08 | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe |
MX2007005493A MX2007005493A (en) | 2005-09-08 | 2006-09-08 | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)- 1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2- azetidinone, an intermediate for the synthesis of ezetimibe. |
BRPI0605934-1A BRPI0605934A2 (en) | 2005-09-08 | 2006-09-08 | processes for the preparation of (3r, 4s) - 4 - ((4-benzyloxy) phenyl) - 1 - (4 - fluorophenyl) - 3 - ((s) - 3 - (4 - fluorophenyl) - 3 - hydroxypropyl) - 2 - azetidinone, an intermediate for the synthesis of ezetimibe |
CA002616058A CA2616058A1 (en) | 2005-09-08 | 2006-09-08 | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe |
JP2007538200A JP2008517951A (en) | 2005-09-08 | 2006-09-08 | (3R, 4S) -4-((4-Benzyloxy) phenyl) -1- (4-fluorophenyl) -3-((S) -3- (4-fluorophenyl) -3-hydroxypropyl) -2 -Preparation of intermediates for the synthesis of azetidinones, ie ezetimibe |
IL186326A IL186326A0 (en) | 2005-09-08 | 2007-10-07 | Processes for the preparation of (3r,4s)-4-((4-benzyloxyl)phenyl)-1-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe |
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US71591905P | 2005-09-08 | 2005-09-08 | |
US60/715,919 | 2005-09-08 | ||
US83243006P | 2006-07-20 | 2006-07-20 | |
US60/832,430 | 2006-07-20 |
Publications (3)
Publication Number | Publication Date |
---|---|
WO2007030721A2 WO2007030721A2 (en) | 2007-03-15 |
WO2007030721A3 true WO2007030721A3 (en) | 2007-05-31 |
WO2007030721A9 WO2007030721A9 (en) | 2008-04-24 |
Family
ID=37671943
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2006/035060 WO2007030721A2 (en) | 2005-09-08 | 2006-09-08 | Processes for the preparation of (3r,4s)-4-((4-benzyloxy)phenyl)-1-(4-fluorophenyl)-3-((s)-3-(4-fluorophenyl)-3-hydroxypropyl)-2-azetidinone, an intermediate for the synthesis of ezetimibe |
Country Status (9)
Country | Link |
---|---|
US (2) | US20070259845A1 (en) |
EP (1) | EP1922304A2 (en) |
JP (1) | JP2008517951A (en) |
KR (1) | KR20070063592A (en) |
BR (1) | BRPI0605934A2 (en) |
CA (1) | CA2616058A1 (en) |
IL (1) | IL186326A0 (en) |
MX (1) | MX2007005493A (en) |
WO (1) | WO2007030721A2 (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7842684B2 (en) | 2006-04-27 | 2010-11-30 | Astrazeneca Ab | Diphenylazetidinone derivatives possessing cholesterol absorption inhibitor activity |
US7871998B2 (en) | 2003-12-23 | 2011-01-18 | Astrazeneca Ab | Diphenylazetidinone derivatives possessing cholesterol absorption inhibitory activity |
US7893048B2 (en) | 2005-06-22 | 2011-02-22 | Astrazeneca Ab | 2-azetidinone derivatives as cholesterol absorption inhibitors for the treatment of hyperlipidaemic conditions |
Families Citing this family (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2004286838A1 (en) * | 2003-10-30 | 2005-05-19 | Merck & Co., Inc. | 2-azetidinones as anti-hypercholesterolemic agents |
UY29607A1 (en) | 2005-06-20 | 2007-01-31 | Astrazeneca Ab | CHEMICAL COMPOUNDS |
AR057072A1 (en) | 2005-06-22 | 2007-11-14 | Astrazeneca Ab | CHEMICAL COMPOUNDS DERIVED FROM 2-AZETIDINONE, PHARMACEUTICAL FORMULATION AND A COMPOUND PREPARATION PROCESS |
HU0501164D0 (en) * | 2005-12-20 | 2006-02-28 | Richter Gedeon Vegyeszet | New industrial process for the production of ezetimibe |
EP1971573B1 (en) * | 2005-12-22 | 2009-10-14 | Medichem S.A. | Processes for preparing intermediate compounds useful for the preparation of ezetimibe |
US7956182B2 (en) * | 2006-02-16 | 2011-06-07 | Kotobuki Pharmaceutical Co., Ltd. | Process for preparing optically active alcohols |
JP2009529055A (en) * | 2006-03-06 | 2009-08-13 | テバ ファーマシューティカル インダストリーズ リミティド | Ezetimibe composition |
EP2007718A2 (en) * | 2006-03-29 | 2008-12-31 | Medichem, S.A. | Processes for preparing ezetimibe and intermediate compounds useful for the preparation thereof |
WO2008032338A2 (en) * | 2006-09-11 | 2008-03-20 | Manne Satyanarayana Reddy | Improved process for the preparation of ezetimibe and its intermediates |
CN102285906B (en) * | 2007-01-24 | 2014-11-19 | 克尔克公司 | Process for preparation of ezetimibe and derivatives thereof |
EP1953140A1 (en) * | 2007-01-24 | 2008-08-06 | Krka | Process for the preparation of ezetimibe and derivatives thereof |
EP2155667A1 (en) * | 2007-06-07 | 2010-02-24 | Teva Pharmaceutical Industries Ltd. | Reduction processes for the preparation of ezetimibe |
US20090047716A1 (en) * | 2007-06-07 | 2009-02-19 | Nurit Perlman | Reduction processes for the preparation of ezetimibe |
WO2009032264A1 (en) * | 2007-08-30 | 2009-03-12 | Teva Pharmaceutical Industries Ltd. | Processes for preparing intermediates of ezetimibe by microbial reduction |
US8013189B2 (en) * | 2007-09-21 | 2011-09-06 | Basf Se | Accelerated amide and ester reductions with amine boranes and additives |
CZ2007843A3 (en) * | 2007-11-30 | 2009-06-10 | Zentiva, A. S. | Process for preparing (3R,4S)-1-(4-fluorophenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl)]-4-(4-hydroxyphenyl)-2-azetidinone and intermediates thereof |
CZ2008317A3 (en) * | 2008-05-21 | 2009-12-02 | Zentiva, A. S. | Process for preparing (3R,4S)-1-(4-fluorphenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl)]-4-(4-hydroxyphenyl)-2-azetidinone |
EP2149547A1 (en) * | 2008-07-30 | 2010-02-03 | LEK Pharmaceuticals D.D. | Process for the synthesis of ezetimibe and intermediates useful therefor |
AR074752A1 (en) * | 2008-12-17 | 2011-02-09 | Hanmi Pharm Ind Co Ltd | METHOD FOR PREPARING EZETIMIBA AND INTERMEDIARIES USED IN THE SAME |
US9388440B2 (en) | 2009-04-01 | 2016-07-12 | Mylan Laboratories Limited | Enzymatic process for the preparation of (S)-5-(4-fluoro-phenyl)-5-hydroxy-1morpholin-4-yl-pentan-1-one, an intermediate of Ezetimibe and further conversion to Ezetimibe |
US9040262B2 (en) | 2010-05-04 | 2015-05-26 | Codexis, Inc. | Biocatalysts for ezetimibe synthesis |
WO2014019166A1 (en) * | 2012-08-01 | 2014-02-06 | 上海威智医药科技有限公司 | Industrial production method for high-activity borane compound |
WO2015039675A1 (en) | 2013-09-23 | 2015-03-26 | Pharmathen S.A. | Novel process for the preparation of ezetimibe intermediates |
WO2015133405A1 (en) * | 2014-03-06 | 2015-09-11 | 日産化学工業株式会社 | Method for manufacturing optically active azetidinone compound |
US11126809B2 (en) | 2019-11-08 | 2021-09-21 | Zebra Technologies Corporation | Bioptic barcode readers |
CN114621126B (en) * | 2020-12-12 | 2023-07-25 | 重庆圣华曦药业股份有限公司 | Improved ezetimibe preparation method |
WO2023004414A1 (en) * | 2021-07-23 | 2023-01-26 | Colorado Chromatography, Llc | A method for preparing hexahydrocannabinol |
WO2023177452A1 (en) * | 2022-03-14 | 2023-09-21 | Colorado Chromatography, Llc | Hydrogenation of cannabigerol and cannabichromene |
CN115453004B (en) * | 2022-10-08 | 2023-10-13 | 南京科默生物医药有限公司 | Detection method of related substances in ezetimibe atorvastatin calcium tablet |
Citations (4)
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WO1995008532A1 (en) * | 1993-09-21 | 1995-03-30 | Schering Corporation | Hydroxy-substituted azetidinone compounds useful as hypocholesterolemic agents |
US5856473A (en) * | 1995-11-02 | 1999-01-05 | Schering Corporation | Process for preparing 1-(4-fluorophenyl)-3(R)-(3(S)-hydroxy-3-( phenyl or 4-fluorophenyl!)-propyl)-4(S)-(4-hydroxyphenyl)-2-azetidinone |
US5886171A (en) * | 1996-05-31 | 1999-03-23 | Schering Corporation | 3-hydroxy gamma-lactone based enantioselective synthesis of azetidinones |
WO2002072104A2 (en) * | 2001-03-08 | 2002-09-19 | Merck & Co., Inc. | Antihypertensive agent and cholesterol absorption inhibitor combination therapy |
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EP0596015B1 (en) * | 1991-07-23 | 1997-10-01 | Schering Corporation | Substituted beta-lactam compounds useful as hypocholesterolemic agents and processes for the preparation thereof |
US5739321A (en) * | 1996-05-31 | 1998-04-14 | Schering Corporation | 3-hydroxy γ-lactone based enantionselective synthesis of azetidinones |
US6207822B1 (en) * | 1998-12-07 | 2001-03-27 | Schering Corporation | Process for the synthesis of azetidinones |
US6982251B2 (en) * | 2000-12-20 | 2006-01-03 | Schering Corporation | Substituted 2-azetidinones useful as hypocholesterolemic agents |
SK287408B6 (en) * | 2001-03-28 | 2010-09-07 | Schering Corporation | A process for preparing intermediate compounds to the synthesis of azetidinone |
US20030119808A1 (en) * | 2001-09-21 | 2003-06-26 | Schering Corporation | Methods of treating or preventing cardiovascular conditions while preventing or minimizing muscular degeneration side effects |
US7208486B2 (en) * | 2003-03-07 | 2007-04-24 | Schering Corporation | Substituted azetidinone compounds, processes for preparing the same, formulations and uses thereof |
WO2005049592A1 (en) * | 2003-11-24 | 2005-06-02 | Hetero Drugs Limited | A novel process for ezetimibe intermediate |
WO2005062897A2 (en) * | 2003-12-23 | 2005-07-14 | Dr. Reddy's Laboratories Ltd. | Polymorphs of ezetimibe and processes for the preparation thereof |
CN102633730A (en) * | 2004-12-03 | 2012-08-15 | 先灵公司 | Substituted piperazines as cb1 antagonists |
US20060160785A1 (en) * | 2004-12-03 | 2006-07-20 | Judith Aronhime | Ezetimibe polymorphs |
CN101119966B (en) * | 2004-12-20 | 2014-08-13 | 默沙东公司 | Process for the synthesis of azetidinones |
US20060234996A1 (en) * | 2005-04-14 | 2006-10-19 | Itai Adin | Novel crystalline form of ezetimibe and processes for the preparation thereof |
CA2613239A1 (en) | 2005-06-22 | 2006-12-28 | Manne Satyanarayana Reddy | Improved process for the preparation of ezetimibe |
US20070049748A1 (en) * | 2005-08-26 | 2007-03-01 | Uppala Venkata Bhaskara R | Preparation of ezetimibe |
EP1971573B1 (en) * | 2005-12-22 | 2009-10-14 | Medichem S.A. | Processes for preparing intermediate compounds useful for the preparation of ezetimibe |
US7956182B2 (en) * | 2006-02-16 | 2011-06-07 | Kotobuki Pharmaceutical Co., Ltd. | Process for preparing optically active alcohols |
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US20080058305A1 (en) * | 2006-08-29 | 2008-03-06 | Vinod Kumar Kansal | Processes for the purification of (3R,4S)-4-(4-hydroxy-protected-phenyl)-1-(4-fluorophenyl)-3-[3-(4-fluorophenyl)-3-oxopropyl]azetidin-2-one |
US20090047716A1 (en) * | 2007-06-07 | 2009-02-19 | Nurit Perlman | Reduction processes for the preparation of ezetimibe |
-
2006
- 2006-09-08 KR KR1020077010795A patent/KR20070063592A/en not_active Application Discontinuation
- 2006-09-08 BR BRPI0605934-1A patent/BRPI0605934A2/en not_active IP Right Cessation
- 2006-09-08 EP EP06803223A patent/EP1922304A2/en not_active Withdrawn
- 2006-09-08 CA CA002616058A patent/CA2616058A1/en not_active Abandoned
- 2006-09-08 MX MX2007005493A patent/MX2007005493A/en unknown
- 2006-09-08 WO PCT/US2006/035060 patent/WO2007030721A2/en active Application Filing
- 2006-09-08 US US11/517,704 patent/US20070259845A1/en not_active Abandoned
- 2006-09-08 JP JP2007538200A patent/JP2008517951A/en active Pending
-
2007
- 2007-10-07 IL IL186326A patent/IL186326A0/en unknown
-
2009
- 2009-08-17 US US12/583,305 patent/US20100010212A1/en not_active Abandoned
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Title |
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FU X ET AL: "Process for preparing Ezetimibe intermediate by an acid enhanced chemo- and enantioselective CBS catalyzed ketone reduction", TETRAHEDRON LETTERS, ELSEVIER, AMSTERDAM, NL, vol. 44, no. 4, 20 January 2003 (2003-01-20), pages 801 - 804, XP004405139, ISSN: 0040-4039 * |
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WU G ET AL: "A NOVEL ONE-STEP DIASTEREO- AND ENANTIOSELECTIVE FORMATION OF TRANS-AZETIDINONES AND ITS APPLICATION TO THE TOTAL SYNTHESIS OF CHOLESTEROL ABSORPTION INHIBITORS", JOURNAL OF ORGANIC CHEMISTRY, AMERICAN CHEMICAL SOCIETY. EASTON, US, vol. 64, 1999, pages 3714 - 3718, XP002296009, ISSN: 0022-3263 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7871998B2 (en) | 2003-12-23 | 2011-01-18 | Astrazeneca Ab | Diphenylazetidinone derivatives possessing cholesterol absorption inhibitory activity |
US7893048B2 (en) | 2005-06-22 | 2011-02-22 | Astrazeneca Ab | 2-azetidinone derivatives as cholesterol absorption inhibitors for the treatment of hyperlipidaemic conditions |
US7842684B2 (en) | 2006-04-27 | 2010-11-30 | Astrazeneca Ab | Diphenylazetidinone derivatives possessing cholesterol absorption inhibitor activity |
Also Published As
Publication number | Publication date |
---|---|
WO2007030721A2 (en) | 2007-03-15 |
IL186326A0 (en) | 2008-01-20 |
BRPI0605934A2 (en) | 2009-05-26 |
KR20070063592A (en) | 2007-06-19 |
EP1922304A2 (en) | 2008-05-21 |
MX2007005493A (en) | 2007-09-11 |
US20100010212A1 (en) | 2010-01-14 |
JP2008517951A (en) | 2008-05-29 |
CA2616058A1 (en) | 2007-03-15 |
US20070259845A1 (en) | 2007-11-08 |
WO2007030721A9 (en) | 2008-04-24 |
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