TWI367206B - Process for the preparation of prostaglandin analogues and intermediates thereof - Google Patents

Process for the preparation of prostaglandin analogues and intermediates thereof

Info

Publication number
TWI367206B
TWI367206B TW098111860A TW98111860A TWI367206B TW I367206 B TWI367206 B TW I367206B TW 098111860 A TW098111860 A TW 098111860A TW 98111860 A TW98111860 A TW 98111860A TW I367206 B TWI367206 B TW I367206B
Authority
TW
Taiwan
Prior art keywords
intermediates
preparation
prostaglandin analogues
prostaglandin
analogues
Prior art date
Application number
TW098111860A
Other languages
English (en)
Other versions
TW201002658A (en
Inventor
Julian P Henschke
Yuanlian Liu
Yung Fa Chen
Dechao Meng
Ting Sun
Original Assignee
Scinopharm Taiwan Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Scinopharm Taiwan Ltd filed Critical Scinopharm Taiwan Ltd
Publication of TW201002658A publication Critical patent/TW201002658A/zh
Application granted granted Critical
Publication of TWI367206B publication Critical patent/TWI367206B/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/30Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/14Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C405/00Compounds 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
    • C07C405/0008Analogues having the carboxyl group in the side-chains replaced by other functional groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/54Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/06Systems containing only non-condensed rings with a five-membered ring
    • C07C2601/10Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Furan Compounds (AREA)
TW098111860A 2008-04-09 2009-04-09 Process for the preparation of prostaglandin analogues and intermediates thereof TWI367206B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US12352708P 2008-04-09 2008-04-09

Publications (2)

Publication Number Publication Date
TW201002658A TW201002658A (en) 2010-01-16
TWI367206B true TWI367206B (en) 2012-07-01

Family

ID=41164537

Family Applications (1)

Application Number Title Priority Date Filing Date
TW098111860A TWI367206B (en) 2008-04-09 2009-04-09 Process for the preparation of prostaglandin analogues and intermediates thereof

Country Status (11)

Country Link
US (3) US7897795B2 (zh)
EP (1) EP2274266B1 (zh)
JP (1) JP5485980B2 (zh)
KR (1) KR101634818B1 (zh)
CN (1) CN102056887B (zh)
AR (1) AR071312A1 (zh)
AU (1) AU2009250938B2 (zh)
CA (1) CA2721102C (zh)
ES (1) ES2524884T3 (zh)
TW (1) TWI367206B (zh)
WO (1) WO2009141718A2 (zh)

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AR071312A1 (es) * 2008-04-09 2010-06-09 Scinopharm Taiwan Ltd Proceso para la preparacion de analogos de prostaglandina y sus intermediarios
KR101045935B1 (ko) * 2009-03-11 2011-07-01 연성정밀화학(주) 프로스타글란딘 유도체의 제조방법
ES2824842T3 (es) 2009-07-13 2021-05-13 Patheon Api Services Inc Síntesis de prostanoides
AU2010362494B2 (en) * 2010-10-15 2015-01-15 Scinopharm (Kunshan) Biochemical Technology Co., Ltd. Processes for preparation of lubiprostone
JP2012111720A (ja) * 2010-11-25 2012-06-14 Fuji Flavor Kk 5−ウンデセン酸の製造方法
EP2723714B1 (en) 2011-06-02 2017-06-21 Chinoin Zrt. Novel processes for the preparation of prostaglandin amides
US9115109B2 (en) 2013-08-15 2015-08-25 Chirogate International Inc. Processes and intermediates for the preparations of isomer free prostaglandins
CA2925927C (en) 2013-09-30 2022-09-06 George Petros Yiannikouros Novel synthesis routes for prostaglandins and prostaglandin intermediates using metathesis
CN105254657B (zh) 2014-07-10 2018-06-15 台湾神隆股份有限公司 金属催化不对称1,4-共轭加成反应产生前列腺素和前列腺素类似物
JP2015120693A (ja) * 2014-12-19 2015-07-02 サイノファーム (クンシャン) バイオケミカル テクノロジ カンパニー リミテッド ルビプロストンの調製方法
CN105801534B (zh) * 2014-12-30 2019-01-08 常州博海威医药科技股份有限公司 一种制备利马前列腺素的关键中间体及其应用
CN105801533B (zh) * 2014-12-30 2019-01-08 常州博海威医药科技股份有限公司 一种制备利马前列腺素的关键中间体及其应用
US11458041B2 (en) 2015-10-08 2022-10-04 Ocular Therapeutix, Inc. Punctal plug and bioadhesives
WO2020255164A1 (en) * 2019-06-21 2020-12-24 Council Of Scientific And Industrial Research A chemo-enzymatic process for the preparation of homopropargylic alcohol
ES2952213T3 (es) 2020-02-06 2023-10-30 Ocular Therapeutix Inc Composiciones y métodos para tratar enfermedades oculares
CN113105329B (zh) * 2021-04-22 2023-10-03 成都道合尔医药技术有限公司 一种(e)-甲酯3-(3,5-二氟-4-甲酰基苯基)丙烯酸的合成方法

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US4250321A (en) * 1979-09-27 1981-02-10 American Cyanamid Company 1-Descarboxy-1-ketoester(ketoacid)-protaglandins
US4260805A (en) * 1979-09-27 1981-04-07 American Cyanamid Company 1-Descarboxy-1-ketoester (ketoacid)-prostaglandins
JPH0669984B2 (ja) 1986-09-19 1994-09-07 住友化学工業株式会社 シクロペンテノン誘導体の製造法
US5106750A (en) 1988-08-30 1992-04-21 G. D. Searle & Co. Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents
JP2906062B2 (ja) 1989-08-18 1999-06-14 住友化学工業株式会社 2―フリルカルビノール誘導体の製造法
US5191109A (en) * 1990-02-02 1993-03-02 Sumitomo Chemical Company, Limited Process for preparing optically active cyclopentenones
JP3044898B2 (ja) 1992-02-07 2000-05-22 住友化学工業株式会社 フランカルビノール誘導体の製造方法
WO1995033845A1 (fr) 1994-06-02 1995-12-14 Taisho Pharmaceutical Co., Ltd. Procede de production d'un compose d'alcool propargylique optiquement actif
JP3077878B2 (ja) 1994-08-18 2000-08-21 東光電気株式会社 変成器交換用バイパス開閉器
CN1177956A (zh) * 1995-03-10 1998-04-01 维物斯股份有限公司 用呋喃基铜试剂制备前列腺素e1、e2及其类似物的方法
US5618959A (en) 1995-03-10 1997-04-08 Vivus Incorporated Process for preparing prostaglandin E1, E2 and analogs thereof using furylcopper reagents
JPH0920788A (ja) * 1995-07-04 1997-01-21 Sumitomo Chem Co Ltd ビニルスズ化合物、その製造方法およびそれを用いるプロスタグランジン類の製造方法
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US6214611B1 (en) 1999-04-12 2001-04-10 Chirotech Technology Limited Process for the preparation of prostaglandin precursors
KR100437873B1 (ko) * 2001-05-08 2004-06-26 연성정밀화학(주) 프로스타글란딘 유도체의 제조방법 및 그의 입체특이적출발물질
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AR071312A1 (es) * 2008-04-09 2010-06-09 Scinopharm Taiwan Ltd Proceso para la preparacion de analogos de prostaglandina y sus intermediarios

Also Published As

Publication number Publication date
WO2009141718A2 (en) 2009-11-26
US7897795B2 (en) 2011-03-01
EP2274266A4 (en) 2012-10-10
KR101634818B1 (ko) 2016-06-29
US20090259058A1 (en) 2009-10-15
ES2524884T3 (es) 2014-12-15
CA2721102A1 (en) 2009-11-26
AU2009250938A1 (en) 2009-11-26
AU2009250938B2 (en) 2013-03-07
AR071312A1 (es) 2010-06-09
CA2721102C (en) 2015-12-29
JP5485980B2 (ja) 2014-05-07
JP2011518134A (ja) 2011-06-23
KR20110004432A (ko) 2011-01-13
TW201002658A (en) 2010-01-16
CN102056887B (zh) 2014-03-19
US20110130577A1 (en) 2011-06-02
WO2009141718A3 (en) 2010-01-21
US20130211128A1 (en) 2013-08-15
EP2274266B1 (en) 2014-10-15
EP2274266A2 (en) 2011-01-19
US8436194B2 (en) 2013-05-07
US8742143B2 (en) 2014-06-03
CN102056887A (zh) 2011-05-11

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