CN103998423B - 曲伏前列素的制备方法 - Google Patents
曲伏前列素的制备方法 Download PDFInfo
- Publication number
- CN103998423B CN103998423B CN201280063528.2A CN201280063528A CN103998423B CN 103998423 B CN103998423 B CN 103998423B CN 201280063528 A CN201280063528 A CN 201280063528A CN 103998423 B CN103998423 B CN 103998423B
- Authority
- CN
- China
- Prior art keywords
- formula
- compound
- carried out
- travoprost
- reduction
- Prior art date
- 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.)
- Active
Links
- 0 *[C@@](COc1cccc(C(F)(F)F)c1)C=C[C@]([C@@](C1)C(C2)=[*+]C1=O)[C@@]2OC(c(cc1)ccc1-c1ccccc1)=O Chemical compound *[C@@](COc1cccc(C(F)(F)F)c1)C=C[C@]([C@@](C1)C(C2)=[*+]C1=O)[C@@]2OC(c(cc1)ccc1-c1ccccc1)=O 0.000 description 1
- HHOBGBWNQUWMDY-JHDKSHLMSA-N C[N]#CC(COc1cccc(C(F)(F)F)c1)/C=C/C([C@@H](C1)[C@H](C2)OC1=O)[C@@H]2OC(c(cc1)ccc1-c1ccccc1)=O Chemical compound C[N]#CC(COc1cccc(C(F)(F)F)c1)/C=C/C([C@@H](C1)[C@H](C2)OC1=O)[C@@H]2OC(c(cc1)ccc1-c1ccccc1)=O HHOBGBWNQUWMDY-JHDKSHLMSA-N 0.000 description 1
- FLEHAOYBYPJWKG-SHQPEEILSA-N O=C(COc1cccc(C(F)(F)F)c1)/C=C/[C@H]([C@@H](C1)[C@H](C2)OC1=O)[C@@H]2OC(c(cc1)ccc1-c1ccccc1)=O Chemical compound O=C(COc1cccc(C(F)(F)F)c1)/C=C/[C@H]([C@@H](C1)[C@H](C2)OC1=O)[C@@H]2OC(c(cc1)ccc1-c1ccccc1)=O FLEHAOYBYPJWKG-SHQPEEILSA-N 0.000 description 1
Classifications
-
- 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
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
- C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
-
- 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
- C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D307/93—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems condensed with a ring other than six-membered
- C07D307/935—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans
- C07D307/937—Not further condensed cyclopenta [b] furans or hydrogenated cyclopenta [b] furans with hydrocarbon or substituted hydrocarbon radicals directly attached in position 2, e.g. prostacyclins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUP1100701 | 2011-12-21 | ||
| HU1100701A HU231203B1 (hu) | 2011-12-21 | 2011-12-21 | Új eljárás travoprost előállítására |
| PCT/HU2012/000132 WO2013093528A1 (en) | 2011-12-21 | 2012-12-10 | Process for the preparation of travoprost |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103998423A CN103998423A (zh) | 2014-08-20 |
| CN103998423B true CN103998423B (zh) | 2018-04-27 |
Family
ID=89990547
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201280063528.2A Active CN103998423B (zh) | 2011-12-21 | 2012-12-10 | 曲伏前列素的制备方法 |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US9212125B2 (enExample) |
| EP (1) | EP2802562B1 (enExample) |
| JP (1) | JP6174040B2 (enExample) |
| KR (1) | KR102027889B1 (enExample) |
| CN (1) | CN103998423B (enExample) |
| BR (1) | BR112014014060A2 (enExample) |
| CA (1) | CA2859923C (enExample) |
| ES (1) | ES2721662T3 (enExample) |
| HU (1) | HU231203B1 (enExample) |
| IL (1) | IL232625B (enExample) |
| IN (1) | IN2014CN03482A (enExample) |
| MX (1) | MX2014007684A (enExample) |
| PL (1) | PL2802562T3 (enExample) |
| RU (1) | RU2631316C2 (enExample) |
| TR (1) | TR201905687T4 (enExample) |
| TW (1) | TWI640500B (enExample) |
| WO (1) | WO2013093528A1 (enExample) |
| ZA (1) | ZA201404440B (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2723714T3 (pl) * | 2011-06-02 | 2018-02-28 | CHINOIN Zrt. | Nowe sposoby otrzymywania amidów prostaglandyn |
| US9115109B2 (en) | 2013-08-15 | 2015-08-25 | Chirogate International Inc. | Processes and intermediates for the preparations of isomer free prostaglandins |
| HU231214B1 (hu) * | 2014-03-13 | 2021-11-29 | CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt. | Új eljárás nagytisztaságú prosztaglandinok előállítására |
| US11458041B2 (en) | 2015-10-08 | 2022-10-04 | Ocular Therapeutix, Inc. | Punctal plug and bioadhesives |
| EP3950672A4 (en) * | 2019-03-27 | 2023-01-11 | Kyowa Pharma Chemical Co., Ltd. | PROCESS FOR PRODUCTION OF PROSTAGLANDIN |
| HU231350B1 (hu) * | 2019-12-18 | 2023-01-28 | CHINOIN Gyógyszer és Vegyészeti Termékek Gyára Zrt | Eljárás királis prosztaglandin-enol intermedier előállítására, és az eljárásban hasznos köztitermék vegyületek |
| CA3166738A1 (en) | 2020-02-06 | 2021-08-12 | Charles D. Blizzard | Travoprost compositions and methods for treating ocular diseases |
| CA3177005A1 (en) | 2020-04-27 | 2021-11-04 | Michael Goldstein | Methods of treating allergic conjunctivitis |
| WO2022138586A1 (ja) * | 2020-12-23 | 2022-06-30 | 協和ファーマケミカル株式会社 | 幾何異性体の分離方法 |
| CN114671906B (zh) * | 2020-12-24 | 2024-03-15 | 武汉武药制药有限公司 | 制备曲伏前列素中间体的方法 |
| CN116947725A (zh) * | 2022-04-14 | 2023-10-27 | 广州楷石医药有限公司 | 曲伏前列素的合成方法 |
| CN115806517A (zh) * | 2022-12-21 | 2023-03-17 | 上海彩迩文生化科技有限公司 | 一种高纯度地诺前列腺素的制备方法 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1533385A (zh) * | 2001-05-24 | 2004-09-29 | Ӣ��ʯ�ͻ�ѧƷ����˾ | 前列腺素及其类似物的制备方法 |
| EP2143712A1 (en) * | 2008-07-10 | 2010-01-13 | Sandoz AG | Improved Process for the Production of Prostaglandins and Prostaglandin Analogs |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2328131C3 (de) * | 1973-05-30 | 1986-11-13 | Schering AG, 1000 Berlin und 4709 Bergkamen | Neues Verfahren zur Herstellung von Prostaglandin-F↓2↓↓α↓ und seinen Analogen |
| HU184948B (en) * | 1981-04-14 | 1984-11-28 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing 5-substituted 4-oxo-pgi down 1 derivatives |
| HU190007B (en) | 1982-05-06 | 1986-08-28 | Chinoin Gyogyszer Es Vegyeszeti Termekek Gyara Rt,Hu | Process for producing new aromatic prostacylin analogues |
| CS239696B1 (cs) * | 1984-05-03 | 1986-01-16 | Jiri Hajek | Způsob dělení 15S-a 15R-isomerů 4-/4-/substituovaných X-fenoxy/-3-hydroxy-1butenyí/hexahydro-5-hydroxy- -2H-cyklopenta[b]furan-2-onů |
| HU212570B (en) * | 1991-06-24 | 1996-08-29 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 13,14-dihydro-15(r)-17-phenyl-18,19,20-trinor-pgf2alfa-isopropylester |
| US5510383A (en) * | 1993-08-03 | 1996-04-23 | Alcon Laboratories, Inc. | Use of cloprostenol, fluprostenol and their salts and esters to treat glaucoma and ocular hypertension |
| US7166730B2 (en) * | 2000-01-27 | 2007-01-23 | Fine Tech Laboratories, Ltd | Process for the preparation of prostaglandin derivatives |
| GB0329379D0 (en) * | 2003-12-19 | 2004-01-21 | Johnson Matthey Plc | Prostaglandin synthesis |
| KR100850133B1 (ko) * | 2004-01-05 | 2008-08-04 | 니콕스 에스. 에이. | 프로스타글란딘 나이트로옥시 유도체 |
| IT1393112B1 (it) * | 2009-02-27 | 2012-04-11 | Sifavitor S R L | Procedimento per la preparazione di derivati di prostaglandine |
| CA2777290C (en) * | 2009-10-16 | 2016-06-28 | Cayman Chemical Company, Incorporated | Process for the preparation of f-series prostaglandins |
| WO2011055377A1 (en) | 2009-11-05 | 2011-05-12 | Biocon Limited | A novel process for the preparation of prostaglandins and intermediates thereof |
| EP2495235B1 (en) | 2011-03-04 | 2015-08-05 | Newchem S.p.A. | Process for the synthesis of prostaglandins and intermediates thereof |
| PL2723714T3 (pl) | 2011-06-02 | 2018-02-28 | CHINOIN Zrt. | Nowe sposoby otrzymywania amidów prostaglandyn |
-
2011
- 2011-12-21 HU HU1100701A patent/HU231203B1/hu unknown
-
2012
- 2012-12-10 IN IN3482CHN2014 patent/IN2014CN03482A/en unknown
- 2012-12-10 CN CN201280063528.2A patent/CN103998423B/zh active Active
- 2012-12-10 PL PL12816098T patent/PL2802562T3/pl unknown
- 2012-12-10 RU RU2014129492A patent/RU2631316C2/ru active
- 2012-12-10 BR BR112014014060A patent/BR112014014060A2/pt not_active Application Discontinuation
- 2012-12-10 WO PCT/HU2012/000132 patent/WO2013093528A1/en not_active Ceased
- 2012-12-10 ES ES12816098T patent/ES2721662T3/es active Active
- 2012-12-10 US US14/367,317 patent/US9212125B2/en active Active
- 2012-12-10 JP JP2014548213A patent/JP6174040B2/ja active Active
- 2012-12-10 MX MX2014007684A patent/MX2014007684A/es unknown
- 2012-12-10 KR KR1020147020311A patent/KR102027889B1/ko active Active
- 2012-12-10 CA CA2859923A patent/CA2859923C/en active Active
- 2012-12-10 TR TR2019/05687T patent/TR201905687T4/tr unknown
- 2012-12-10 EP EP12816098.3A patent/EP2802562B1/en active Active
- 2012-12-20 TW TW101148584A patent/TWI640500B/zh active
-
2014
- 2014-05-14 IL IL232625A patent/IL232625B/en active IP Right Grant
- 2014-06-17 ZA ZA2014/04440A patent/ZA201404440B/en unknown
-
2015
- 2015-10-30 US US14/928,629 patent/US20160137621A1/en not_active Abandoned
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1533385A (zh) * | 2001-05-24 | 2004-09-29 | Ӣ��ʯ�ͻ�ѧƷ����˾ | 前列腺素及其类似物的制备方法 |
| EP2143712A1 (en) * | 2008-07-10 | 2010-01-13 | Sandoz AG | Improved Process for the Production of Prostaglandins and Prostaglandin Analogs |
Non-Patent Citations (1)
| Title |
|---|
| diastereoselective reduction of the enone intermediate of travoprost;C.Aswathanarayanappa 等;《Organic process research & development》;20110815;第15卷;第1085-1087页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2013093528A1 (en) | 2013-06-27 |
| RU2014129492A (ru) | 2016-02-10 |
| RU2631316C2 (ru) | 2017-09-21 |
| US20140343299A1 (en) | 2014-11-20 |
| US9212125B2 (en) | 2015-12-15 |
| IL232625B (en) | 2019-03-31 |
| MX2014007684A (es) | 2014-07-28 |
| EP2802562B1 (en) | 2019-01-23 |
| EP2802562A1 (en) | 2014-11-19 |
| JP2015506343A (ja) | 2015-03-02 |
| CA2859923A1 (en) | 2013-06-27 |
| CN103998423A (zh) | 2014-08-20 |
| HU231203B1 (hu) | 2021-10-28 |
| HK1198584A1 (en) | 2015-04-30 |
| BR112014014060A2 (pt) | 2017-06-13 |
| KR20140107541A (ko) | 2014-09-04 |
| IN2014CN03482A (enExample) | 2015-07-03 |
| JP6174040B2 (ja) | 2017-08-02 |
| ZA201404440B (en) | 2015-12-23 |
| US20160137621A1 (en) | 2016-05-19 |
| TWI640500B (zh) | 2018-11-11 |
| HUP1100701A2 (en) | 2013-07-29 |
| TR201905687T4 (tr) | 2019-05-21 |
| CA2859923C (en) | 2020-11-24 |
| ES2721662T3 (es) | 2019-08-02 |
| IL232625A0 (en) | 2014-06-30 |
| TW201336816A (zh) | 2013-09-16 |
| KR102027889B1 (ko) | 2019-10-04 |
| PL2802562T3 (pl) | 2019-08-30 |
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Legal Events
| Date | Code | Title | Description |
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| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |