CO6241150A2 - Procedimiento de preparacion de combretastatina - Google Patents

Procedimiento de preparacion de combretastatina

Info

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
Application number
CO10105393A
Other languages
English (en)
Inventor
Marc Frederic
Sylviene Lutz
Joel Malpart
Philippe Masson
Stephane Mutti
Original Assignee
Sanofi Aventis
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=39816950&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CO6241150(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Sanofi Aventis filed Critical Sanofi Aventis
Publication of CO6241150A2 publication Critical patent/CO6241150A2/es

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): ...
CO10105393A 2008-02-28 2010-08-26 Procedimiento de preparacion de combretastatina CO6241150A2 (es)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Also Published As

Publication number Publication date
ECSP10010421A (es) 2010-09-30
UY31681A1 (es) 2009-09-30
WO2009118474A1 (fr) 2009-10-01
MX2010009514A (es) 2010-12-15
TW200948753A (en) 2009-12-01
CL2012001744A1 (es) 2012-10-12
NI201000144A (es) 2011-03-09
WO2009118474A8 (fr) 2010-09-10
MA32193B1 (fr) 2011-04-01
CL2012001742A1 (es) 2012-11-16
CL2009000463A1 (es) 2010-12-03
AU2009229027A1 (en) 2009-10-01
HN2010001700A (es) 2013-06-17
AR072772A1 (es) 2010-09-22
EP2252572A1 (fr) 2010-11-24
EP2562154A1 (fr) 2013-02-27
ZA201006137B (en) 2011-11-30
CA2716541A1 (fr) 2009-10-01
FR2928148B1 (fr) 2013-01-18
EA201071001A1 (ru) 2011-02-28
CR11635A (es) 2011-02-04
SG183658A1 (en) 2012-09-27
PE20091559A1 (es) 2009-10-30
DOP2010000250A (es) 2010-09-30
IL225776A0 (en) 2013-06-27
IL207754A0 (en) 2010-12-30
CN102015620A (zh) 2011-04-13
KR20100116644A (ko) 2010-11-01
FR2928148A1 (fr) 2009-09-04
EA201300249A1 (ru) 2013-08-30
JP2011513286A (ja) 2011-04-28
US20110124899A1 (en) 2011-05-26
NZ587505A (en) 2012-06-29
BRPI0907999A2 (pt) 2019-01-15

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