CO6241150A2 - Procedimiento de preparacion de combretastatina - Google Patents
Procedimiento de preparacion de combretastatinaInfo
- Publication number
- CO6241150A2 CO6241150A2 CO10105393A CO10105393A CO6241150A2 CO 6241150 A2 CO6241150 A2 CO 6241150A2 CO 10105393 A CO10105393 A CO 10105393A CO 10105393 A CO10105393 A CO 10105393A CO 6241150 A2 CO6241150 A2 CO 6241150A2
- Authority
- CO
- Colombia
- Prior art keywords
- formula
- compound
- salt
- base
- amino
- 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)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
La invención se refiere a un procedimiento de preparaciónde una combretastatina (A): fórmula (I) en forma de base ode una sal de adición con un ácido, que consiste enacoplar en presencia de una base y de T3P la sal delcompuesto (Z)-amino de fórmula (II) con un derivado de laL-serina doblemente protegido de fórmula (III) en la cualPG designa un grupo protector de la función amina demanera que se obtiene el compuesto de fórmula (Z)-(lb):fórmula (IV) luego, en desproteger y abrir el ciclo de(Z)-(Ib) en presencia de un ácido de manera que se obtienela combretastatina (A) en forma de sal; y, eventualmente,en añadir una base de manera que se obtiene lacombretastatina (A) en forma de base, habiendo sidoobtenida a sal del compuesto (Z)-amino mediante unenriquecimiento de la sal del compuesto amino de fórmulaen isómero (Z).1.- Procedimiento de preparación de una combretastatina(A):en forma de base o de una sal de adición con un ácido,que consiste en:● acoplar en presencia de una base y de T3P defórmula (III):el compuesto (Z)-Amino o la sal del compuesto (Z)-aminodonde B- designa un contra-anion,con un derivado de la L-serina doblemente protegido defórmula(II) en la cual PG designa ungrupo protector de la función amina de manera que seobtenga el compuesto de fórmula (Z)-(b): ...
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0801092A FR2928148B1 (fr) | 2008-02-28 | 2008-02-28 | Procede de preparation de combretastatine |
Publications (1)
Publication Number | Publication Date |
---|---|
CO6241150A2 true CO6241150A2 (es) | 2011-01-20 |
Family
ID=39816950
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CO10105393A CO6241150A2 (es) | 2008-02-28 | 2010-08-26 | Procedimiento de preparacion de combretastatina |
Country Status (28)
Country | Link |
---|---|
US (1) | US20110124899A1 (es) |
EP (2) | EP2252572A1 (es) |
JP (1) | JP2011513286A (es) |
KR (1) | KR20100116644A (es) |
CN (1) | CN102015620A (es) |
AR (1) | AR072772A1 (es) |
AU (1) | AU2009229027A1 (es) |
BR (1) | BRPI0907999A2 (es) |
CA (1) | CA2716541A1 (es) |
CL (3) | CL2009000463A1 (es) |
CO (1) | CO6241150A2 (es) |
CR (1) | CR11635A (es) |
DO (1) | DOP2010000250A (es) |
EA (2) | EA201300249A1 (es) |
EC (1) | ECSP10010421A (es) |
FR (1) | FR2928148B1 (es) |
HN (1) | HN2010001700A (es) |
IL (2) | IL207754A0 (es) |
MA (1) | MA32193B1 (es) |
MX (1) | MX2010009514A (es) |
NI (1) | NI201000144A (es) |
NZ (1) | NZ587505A (es) |
PE (1) | PE20091559A1 (es) |
SG (1) | SG183658A1 (es) |
TW (1) | TW200948753A (es) |
UY (1) | UY31681A1 (es) |
WO (1) | WO2009118474A1 (es) |
ZA (1) | ZA201006137B (es) |
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 |
EP3184095A1 (en) | 2013-05-23 | 2017-06-28 | IP Gesellschaft für Management mbH | Administration units comprising polymorph 1 of 2-(2-methylamino-pyrimidin-4-yl]-1h-indole-5-carboxylic acid [(s)-1-carbamoyl-2-(phenyl-pyrimidin-2-yl-amino)-ethyl]-amide |
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 |
KR100791872B1 (ko) * | 1999-12-21 | 2008-01-07 | 테바 파마슈티컬 인더스트리즈 리미티드 | 신규 서트랄린 염산염 다형, 그것의 제조 방법, 그것을 함유하는 조성물, 및 그것을 사용하는 방법 |
US6759555B2 (en) * | 2002-04-11 | 2004-07-06 | Aventis Pharma S.A. | Process for the preparation of combretastatins |
FR2838437B1 (fr) * | 2002-04-11 | 2004-06-04 | Aventis Pharma Sa | Procedes de preparation de combretastatines |
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 TW TW098106229A patent/TW200948753A/zh unknown
- 2009-02-26 PE PE2009000296A patent/PE20091559A1/es not_active Application Discontinuation
- 2009-02-26 AR ARP090100655A patent/AR072772A1/es not_active Application Discontinuation
- 2009-02-27 EA EA201300249A patent/EA201300249A1/ru unknown
- 2009-02-27 CL CL2009000463A patent/CL2009000463A1/es unknown
- 2009-02-27 JP JP2010548144A patent/JP2011513286A/ja active Pending
- 2009-02-27 NZ NZ587505A patent/NZ587505A/en not_active IP Right Cessation
- 2009-02-27 WO PCT/FR2009/000215 patent/WO2009118474A1/fr active Application Filing
- 2009-02-27 BR BRPI0907999A patent/BRPI0907999A2/pt not_active IP Right Cessation
- 2009-02-27 EP EP09725421A patent/EP2252572A1/fr not_active Withdrawn
- 2009-02-27 AU AU2009229027A patent/AU2009229027A1/en not_active Abandoned
- 2009-02-27 SG SG2012055521A patent/SG183658A1/en unknown
- 2009-02-27 CA CA2716541A patent/CA2716541A1/fr not_active Abandoned
- 2009-02-27 CN CN2009801150963A patent/CN102015620A/zh active Pending
- 2009-02-27 KR KR1020107019132A patent/KR20100116644A/ko not_active Application Discontinuation
- 2009-02-27 EP EP12172410A patent/EP2562154A1/fr not_active Withdrawn
- 2009-02-27 MX MX2010009514A patent/MX2010009514A/es not_active Application Discontinuation
- 2009-02-27 EA EA201071001A patent/EA201071001A1/ru unknown
- 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 CO CO10105393A patent/CO6241150A2/es not_active Application Discontinuation
- 2010-08-26 HN HN2010001700A patent/HN2010001700A/es unknown
- 2010-08-27 NI NI201000144A patent/NI201000144A/es unknown
- 2010-08-27 ZA ZA2010/06137A patent/ZA201006137B/en unknown
- 2010-08-27 US US12/869,997 patent/US20110124899A1/en not_active Abandoned
- 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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Legal Events
Date | Code | Title | Description |
---|---|---|---|
FC | Application refused |