EA201071001A1 - Способ получения комбретастатина - Google Patents
Способ получения комбретастатинаInfo
- Publication number
- EA201071001A1 EA201071001A1 EA201071001A EA201071001A EA201071001A1 EA 201071001 A1 EA201071001 A1 EA 201071001A1 EA 201071001 A EA201071001 A EA 201071001A EA 201071001 A EA201071001 A EA 201071001A EA 201071001 A1 EA201071001 A1 EA 201071001A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- formula
- salt
- base
- combretastatin
- compound
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
- C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
- C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
- C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/16—Preparation of optical isomers
- C07C231/18—Preparation of optical isomers by stereospecific synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
- C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Изобретение относится к способу получения комбретастатина (А) формулы (I) в форме основания или кислотно-аддитивной соли, который включает в себя реакцию сочетания, в присутствии основания и соединения Т3Р, соли (Z)-аминосоединения формулы (II) с дважды защищенным производным L-серина формулы (III), в которой PG означает защитную группу для аминогруппы, с получением соединения (Z)-(Ib) формулы (IV), затем удаление защиты и раскрытие цикла (Z)-(Ib) в присутствии кислоты, чтобы получить комбретастатин (А) в форме соли и, необязательно, добавление основания, чтобы получить комбретастатин (А) в форме основания, причем соль (Z)-аминосоединения была получена обогащением соли аминосоединения формулы (V) (Z)-изомером.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0801092A FR2928148B1 (fr) | 2008-02-28 | 2008-02-28 | Procede de preparation de combretastatine |
| PCT/FR2009/000215 WO2009118474A1 (fr) | 2008-02-28 | 2009-02-27 | Procede de preparation de combretastatine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EA201071001A1 true EA201071001A1 (ru) | 2011-02-28 |
Family
ID=39816950
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201300249A EA201300249A1 (ru) | 2008-02-28 | 2009-02-27 | Способ обогащения соли аминосоединения |
| EA201071001A EA201071001A1 (ru) | 2008-02-28 | 2009-02-27 | Способ получения комбретастатина |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA201300249A EA201300249A1 (ru) | 2008-02-28 | 2009-02-27 | Способ обогащения соли аминосоединения |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US20110124899A1 (ru) |
| EP (2) | EP2562154A1 (ru) |
| JP (1) | JP2011513286A (ru) |
| KR (1) | KR20100116644A (ru) |
| CN (1) | CN102015620A (ru) |
| AR (1) | AR072772A1 (ru) |
| AU (1) | AU2009229027A1 (ru) |
| BR (1) | BRPI0907999A2 (ru) |
| CA (1) | CA2716541A1 (ru) |
| CL (3) | CL2009000463A1 (ru) |
| CO (1) | CO6241150A2 (ru) |
| CR (1) | CR11635A (ru) |
| DO (1) | DOP2010000250A (ru) |
| EA (2) | EA201300249A1 (ru) |
| EC (1) | ECSP10010421A (ru) |
| FR (1) | FR2928148B1 (ru) |
| HN (1) | HN2010001700A (ru) |
| IL (2) | IL207754A0 (ru) |
| MA (1) | MA32193B1 (ru) |
| MX (1) | MX2010009514A (ru) |
| NI (1) | NI201000144A (ru) |
| NZ (1) | NZ587505A (ru) |
| PE (1) | PE20091559A1 (ru) |
| SG (1) | SG183658A1 (ru) |
| TW (1) | TW200948753A (ru) |
| UY (1) | UY31681A1 (ru) |
| WO (1) | WO2009118474A1 (ru) |
| ZA (1) | ZA201006137B (ru) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2953518B1 (fr) | 2009-12-03 | 2012-01-20 | Sanofi Aventis | Procede de preparation d'un derive de combretastatine |
| WO2013084150A1 (en) * | 2011-12-06 | 2013-06-13 | Sanofi | Novel crystal form of (2s)-2-amino-3-hydroxy-n-[2-methoxy-2-[(1z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenyl]propanamide and method of preparation thereof |
| EP2805705B1 (en) | 2013-05-23 | 2016-11-09 | IP Gesellschaft für Management mbH | Packaging with one or more administration units comprising a sodium salt of (R)-3-[6-amino-pyridin-3-yl]-2-(1-cyclohexyl-1 H-imidazol-4-yl)-propionic acid |
| CN104447598B (zh) * | 2013-09-18 | 2017-09-22 | 浙江大德药业集团有限公司 | Ca‑4的大环多胺衍生物及其抗肿瘤特性 |
| CN104817519B (zh) * | 2015-05-11 | 2016-11-16 | 中国药科大学 | 一类ca-4的衍生物、其制法及其医药用途 |
| CN104892668B (zh) * | 2015-05-12 | 2017-03-29 | 上海大学 | 考布他汀类似物水溶性前‑前药及其制备方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1217500A (en) * | 1967-05-24 | 1970-12-31 | Ici Ltd | Separation of trans-trans enriched salts of 4,4'-diaminodicyclohexylmethane |
| TW325458B (en) | 1993-09-08 | 1998-01-21 | Ajinomoto Kk | Stilbene derivatives and pharmaceutical compositions comprising the same for anti-cancer |
| US5731353A (en) | 1993-09-08 | 1998-03-24 | Ajinomoto Co., Inc. | Stilbene derivatives and pharmaceutical compositions containing them |
| US5561122A (en) | 1994-12-22 | 1996-10-01 | Arizona Board Of Regents Acting On Behalf Of Arizona State University | Combretastatin A-4 prodrug |
| TW334418B (en) * | 1995-03-07 | 1998-06-21 | Ajinomoto Kk | Stilbene derivatives and pharmaceutical compositions |
| JPH08272028A (ja) * | 1995-03-30 | 1996-10-18 | Fuji Photo Film Co Ltd | ハロゲン化銀写真感光材料およびその製造方法 |
| JP2000239274A (ja) * | 1998-12-16 | 2000-09-05 | Nippon Kayaku Co Ltd | 新規ナフチリジン誘導体の製造法 |
| ES2281374T3 (es) * | 1999-12-21 | 2007-10-01 | Teva Pharmaceutical Industries Ltd. | Nuevos polimorfos de hidrocloruro de sertralina, procedimientos para su preparacion, composiciones que los contienen y metodos para su utilizacion. |
| FR2838437B1 (fr) * | 2002-04-11 | 2004-06-04 | Aventis Pharma Sa | Procedes de preparation de combretastatines |
| US6759555B2 (en) * | 2002-04-11 | 2004-07-06 | Aventis Pharma S.A. | Process for the preparation of combretastatins |
| DE10333042B4 (de) * | 2003-07-21 | 2005-09-29 | Clariant Gmbh | Verfahren zur Herstellung von cyclischen Phosphonsäureanhydriden und deren Verwendung |
-
2008
- 2008-02-28 FR FR0801092A patent/FR2928148B1/fr not_active Expired - Fee Related
-
2009
- 2009-02-26 AR ARP090100655A patent/AR072772A1/es not_active Application Discontinuation
- 2009-02-26 TW TW098106229A patent/TW200948753A/zh unknown
- 2009-02-26 PE PE2009000296A patent/PE20091559A1/es not_active Application Discontinuation
- 2009-02-27 KR KR1020107019132A patent/KR20100116644A/ko not_active Application Discontinuation
- 2009-02-27 BR BRPI0907999A patent/BRPI0907999A2/pt not_active IP Right Cessation
- 2009-02-27 EP EP12172410A patent/EP2562154A1/fr not_active Withdrawn
- 2009-02-27 CN CN2009801150963A patent/CN102015620A/zh active Pending
- 2009-02-27 JP JP2010548144A patent/JP2011513286A/ja active Pending
- 2009-02-27 CL CL2009000463A patent/CL2009000463A1/es unknown
- 2009-02-27 SG SG2012055521A patent/SG183658A1/en unknown
- 2009-02-27 MX MX2010009514A patent/MX2010009514A/es not_active Application Discontinuation
- 2009-02-27 EA EA201300249A patent/EA201300249A1/ru unknown
- 2009-02-27 EA EA201071001A patent/EA201071001A1/ru unknown
- 2009-02-27 NZ NZ587505A patent/NZ587505A/en not_active IP Right Cessation
- 2009-02-27 EP EP09725421A patent/EP2252572A1/fr not_active Withdrawn
- 2009-02-27 WO PCT/FR2009/000215 patent/WO2009118474A1/fr active Application Filing
- 2009-02-27 CA CA2716541A patent/CA2716541A1/fr not_active Abandoned
- 2009-02-27 AU AU2009229027A patent/AU2009229027A1/en not_active Abandoned
- 2009-02-27 UY UY031681A patent/UY31681A1/es not_active Application Discontinuation
-
2010
- 2010-08-12 DO DO2010000250A patent/DOP2010000250A/es unknown
- 2010-08-16 CR CR11635A patent/CR11635A/es not_active Application Discontinuation
- 2010-08-23 IL IL207754A patent/IL207754A0/en unknown
- 2010-08-24 EC EC2010010421A patent/ECSP10010421A/es unknown
- 2010-08-26 HN HN2010001700A patent/HN2010001700A/es unknown
- 2010-08-26 CO CO10105393A patent/CO6241150A2/es not_active Application Discontinuation
- 2010-08-27 NI NI201000144A patent/NI201000144A/es unknown
- 2010-08-27 US US12/869,997 patent/US20110124899A1/en not_active Abandoned
- 2010-08-27 ZA ZA2010/06137A patent/ZA201006137B/en unknown
- 2010-09-13 MA MA33176A patent/MA32193B1/fr unknown
-
2012
- 2012-06-25 CL CL2012001742A patent/CL2012001742A1/es unknown
- 2012-06-25 CL CL2012001744A patent/CL2012001744A1/es unknown
-
2013
- 2013-04-15 IL IL225776A patent/IL225776A0/en unknown
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