ES2189508T3 - Procedimiento para la preparacion de epotilon b y derivados, asi como productos intermedios. - Google Patents

Procedimiento para la preparacion de epotilon b y derivados, asi como productos intermedios.

Info

Publication number
ES2189508T3
ES2189508T3 ES99952569T ES99952569T ES2189508T3 ES 2189508 T3 ES2189508 T3 ES 2189508T3 ES 99952569 T ES99952569 T ES 99952569T ES 99952569 T ES99952569 T ES 99952569T ES 2189508 T3 ES2189508 T3 ES 2189508T3
Authority
ES
Spain
Prior art keywords
derivatives
well
intermediate products
epotilon
procedure
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.)
Expired - Lifetime
Application number
ES99952569T
Other languages
English (en)
Inventor
Johann Mulzer
Andreas Mantoulidis
Elisabeth Ohler
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer Pharma AG
Original Assignee
Schering AG
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 Schering AG filed Critical Schering AG
Application granted granted Critical
Publication of ES2189508T3 publication Critical patent/ES2189508T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/24—Radicals substituted by oxygen atoms
    • 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)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Silicon Polymers (AREA)

Abstract

Procedimiento para la preparación de epotilón B y sus derivados de la fórmula general **(Fórmula)** en la que R significa un grupo metilo y R6 significa un grupo alquilo de cadena línea o ramificada con hasta 6 átomos de carbono, un grupo cicloalquil-alquilo con hasta 10 átomos de carbono, un grupo fenilo, 1- ¿ o 2-naftilo, heteroarilo, bencilo o metil-heteroarilo, caracterizado **(Fórmula)** porque un compuesto de la Fórmula general 3**(Fórmula)** en que PG3 significa un grupo protector de hidroxi y FG3 significa un grupo fenil-sulfonilo, se hace reaccionar con un compuesto de la Fórmula general 4**(Fórmula)** en que FG4 significa un átomo de yodo u otro grupo lábil y PG4 significa un grupo protector de hidroxi, para formar un compuesto de la Fórmula general 34-I **(Fórmula)** en que PG3 y PG4 tienen los significados precedentemente indicados, el compuesto de la Fórmula general 34-I se hace reaccionar con un compuesto de la Fórmula general 2, **(Fórmula)** en que PG21 y PG22 independientemente uno de otro significan en cada caso un grupo protector de hidroxi y R6 significa un grupo alquilo de cadena lineal o ramificada con hasta 6 átomos de carbono, un grupo cicloalquil-alquilo con hasta 10 átomos de carbono, un grupo fenilo, 1- ó 2-naftilo, heteroarilo, bencilo o metil-heteroarilo, para formar un compuesto de la Fórmula general 234 **(Fórmula)** en que PG21, PG22, PG4 y R6 tienen los significados ya indicados, y este compuesto de la Fórmula general 234 se hace reaccionar a través de las etapas **(Fórmula)** para formar el epotilón D o un derivado del epotilón D**(Fórmula)** y éste se transforma luego eventualmente por epoxidación en epotilón B (R = CH3) o un derivado del epotilón B**(Fórmula)**
ES99952569T 1998-10-14 1999-10-14 Procedimiento para la preparacion de epotilon b y derivados, asi como productos intermedios. Expired - Lifetime ES2189508T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19848306A DE19848306A1 (de) 1998-10-14 1998-10-14 Verfahren zur Herstellung von Epothilon B und Derivaten sowie Zwischenprodukte für dieses Verfahren

Publications (1)

Publication Number Publication Date
ES2189508T3 true ES2189508T3 (es) 2003-07-01

Family

ID=7885043

Family Applications (1)

Application Number Title Priority Date Filing Date
ES99952569T Expired - Lifetime ES2189508T3 (es) 1998-10-14 1999-10-14 Procedimiento para la preparacion de epotilon b y derivados, asi como productos intermedios.

Country Status (11)

Country Link
US (2) US6605726B1 (es)
EP (1) EP1121364B1 (es)
JP (1) JP2002527521A (es)
AT (1) ATE230751T1 (es)
AU (1) AU763717B2 (es)
CA (1) CA2346493A1 (es)
DE (2) DE19848306A1 (es)
DK (1) DK1121364T3 (es)
ES (1) ES2189508T3 (es)
PT (1) PT1121364E (es)
WO (1) WO2000023452A1 (es)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050043376A1 (en) * 1996-12-03 2005-02-24 Danishefsky Samuel J. Synthesis of epothilones, intermediates thereto, analogues and uses thereof
EP1386922B1 (en) 1996-12-03 2012-04-11 Sloan-Kettering Institute For Cancer Research Synthesis of epothilones, intermediates thereof, analogues and uses thereof
US6204388B1 (en) * 1996-12-03 2001-03-20 Sloan-Kettering Institute For Cancer Research Synthesis of epothilones, intermediates thereto and analogues thereof
FR2775187B1 (fr) * 1998-02-25 2003-02-21 Novartis Ag Utilisation de l'epothilone b pour la fabrication d'une preparation pharmaceutique antiproliferative et d'une composition comprenant l'epothilone b comme agent antiproliferatif in vivo
JP2005500974A (ja) * 2000-10-13 2005-01-13 ザ ユニバーシテイ オブ ミシシッピー エポシロン類及び関連類似体の合成
EP2070534A3 (en) * 2001-08-23 2009-08-26 Novartis Ag Cyclopropyl and cyclobutyl epothilone analogs
WO2003078411A1 (en) 2002-03-12 2003-09-25 Bristol-Myers Squibb Company C3-cyano epothilone derivatives
US7649006B2 (en) 2002-08-23 2010-01-19 Sloan-Kettering Institute For Cancer Research Synthesis of epothilones, intermediates thereto and analogues thereof
WO2004018478A2 (en) 2002-08-23 2004-03-04 Sloan-Kettering Institute For Cancer Research Synthesis of epothilones, intermediates thereto, analogues and uses thereof
JP2008536479A (ja) 2005-02-11 2008-09-11 ユニバーシティ オブ サザン カリフォルニア ジスルフィド架橋を有するタンパク質の発現法
US8008256B2 (en) * 2006-05-01 2011-08-30 University Of Southern California Combination therapy for treatment of cancer
WO2010056901A2 (en) 2008-11-13 2010-05-20 University Of Southern California Method of expressing proteins with disulfide bridges with enhanced yields and activity
AU2011255647A1 (en) 2010-05-18 2012-11-15 Cerulean Pharma Inc. Compositions and methods for treatment of autoimmune and other diseases

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4138042C2 (de) * 1991-11-19 1993-10-14 Biotechnolog Forschung Gmbh Epothilone, deren Herstellungsverfahren sowie diese Verbindungen enthaltende Mittel
US5745850A (en) * 1994-10-24 1998-04-28 Lucent Technologies, Inc. Apparatus and method for mobile (e.g. cellular or wireless) telephone call handover and impersonation
US5734699A (en) * 1995-05-04 1998-03-31 Interwave Communications International, Ltd. Cellular private branch exchanges
ES2218328T5 (es) 1995-11-17 2011-11-11 GESELLSCHAFT FüR BIOTECHNOLOGISCHE FORSCHUNG MBH (GBF) Derivados de epotilón, su preparación y utilización.
US5809415A (en) * 1995-12-11 1998-09-15 Unwired Planet, Inc. Method and architecture for an interactive two-way data communication network
US6055427A (en) * 1996-07-18 2000-04-25 Nokia Telecommunications Oy Hard handoff and a radio system
US6441186B1 (en) * 1996-12-13 2002-08-27 The Scripps Research Institute Epothilone analogs
US6119006A (en) * 1997-01-03 2000-09-12 Siemens Information And Communication Systems, Inc. System and method for calendar-based cellular smart switching
US6430395B2 (en) * 2000-04-07 2002-08-06 Commil Ltd. Wireless private branch exchange (WPBX) and communicating between mobile units and base stations

Also Published As

Publication number Publication date
CA2346493A1 (en) 2000-04-27
US6605726B1 (en) 2003-08-12
EP1121364A1 (de) 2001-08-08
JP2002527521A (ja) 2002-08-27
AU6471799A (en) 2000-05-08
DK1121364T3 (da) 2003-03-17
DE19848306A1 (de) 2000-04-20
ATE230751T1 (de) 2003-01-15
PT1121364E (pt) 2003-04-30
WO2000023452A1 (de) 2000-04-27
EP1121364B1 (de) 2003-01-08
US20030220503A1 (en) 2003-11-27
DE59903993D1 (de) 2003-02-13
AU763717B2 (en) 2003-07-31

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