WO2007045686A3 - Intermediate and process of preparation of ecteinascidin such as ecteinascidines-583, 597 using such intermediate - Google Patents

Intermediate and process of preparation of ecteinascidin such as ecteinascidines-583, 597 using such intermediate Download PDF

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Publication number
WO2007045686A3
WO2007045686A3 PCT/EP2006/067611 EP2006067611W WO2007045686A3 WO 2007045686 A3 WO2007045686 A3 WO 2007045686A3 EP 2006067611 W EP2006067611 W EP 2006067611W WO 2007045686 A3 WO2007045686 A3 WO 2007045686A3
Authority
WO
WIPO (PCT)
Prior art keywords
group
ecteinascidin
preparation
represent
alkyl
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.)
Ceased
Application number
PCT/EP2006/067611
Other languages
French (fr)
Other versions
WO2007045686A2 (en
Inventor
Jieping Zhu
Michele Bois-Choussy
Jinchun Chen
Xiaochuan Chen
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.)
Centre National de la Recherche Scientifique CNRS
Original Assignee
Centre National de la Recherche Scientifique CNRS
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 Centre National de la Recherche Scientifique CNRS filed Critical Centre National de la Recherche Scientifique CNRS
Priority to EP06829917A priority Critical patent/EP1937689B1/en
Priority to US12/083,740 priority patent/US8058435B2/en
Priority to JP2008536058A priority patent/JP2009512662A/en
Priority to CA002626595A priority patent/CA2626595A1/en
Priority to AT06829917T priority patent/ATE554093T1/en
Publication of WO2007045686A2 publication Critical patent/WO2007045686A2/en
Publication of WO2007045686A3 publication Critical patent/WO2007045686A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/22—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains four or more hetero rings
    • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

The present invention concerns an intermediate of the following formula (I) in which R1 and R2 represent independently of each other a C1-C12 alkyl group, a (C1-C12 alkoxy)carbonyl group, optionally substituted by one, two or three halogen atom, a (C2-C12 alkenyloxy) carbonyl group, an acyl group, a aryl(C1-C12)alkyl group, an arylalkoxy carbonyl group, a (C1-C12 alkyl)sulfonyl group or an arylsulfonyl group, R3 represents a O-protecting group, R4 and R5 represent independent ly of each other a hydrogen atom or a O-protecting group, R6 represent a O-protecting group and R7 represent a C1-C12 alkyl group or -OR6 and -OR7 form together a group -OCH2O-. The present invention concerns also a process of preparation of the intermediate and its use for the preparation of Ecteinascidin 743 and Ecteinascidin-770.
PCT/EP2006/067611 2005-10-20 2006-10-20 Intermediate and process of preparation of ecteinascidin such as ecteinascidines-583, 597 using such intermediate Ceased WO2007045686A2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP06829917A EP1937689B1 (en) 2005-10-20 2006-10-20 Intermediate and process of preparation of ecteinascidins such as ecteinascidins 583 and 597 using such intermediate
US12/083,740 US8058435B2 (en) 2005-10-20 2006-10-20 Intermediate and process of preparation of ecteinascidin such as ecteinascidines-583,597 using such intermediate
JP2008536058A JP2009512662A (en) 2005-10-20 2006-10-20 Intermediates and methods for preparing echinasaidins such as echinasaidin 583, 597 using such intermediates
CA002626595A CA2626595A1 (en) 2005-10-20 2006-10-20 Intermediate and process of preparation of ecteinascidin such as ecteinascidines-583, 597 using such intermediate
AT06829917T ATE554093T1 (en) 2005-10-20 2006-10-20 INTERMEDIATE PRODUCT AND METHOD FOR PRODUCING ECTEINASCIDINS SUCH AS ECTEINASCIDIN 583 AND 597 USING SUCH INTERMEDIATE

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US72829505P 2005-10-20 2005-10-20
EP05292203A EP1792904A1 (en) 2005-10-20 2005-10-20 Intermediate and process of preparation of ecteinascidin using such intermediate
US60/728,295 2005-10-20
EP05292203.6 2005-10-20

Publications (2)

Publication Number Publication Date
WO2007045686A2 WO2007045686A2 (en) 2007-04-26
WO2007045686A3 true WO2007045686A3 (en) 2007-07-12

Family

ID=37899253

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2006/067611 Ceased WO2007045686A2 (en) 2005-10-20 2006-10-20 Intermediate and process of preparation of ecteinascidin such as ecteinascidines-583, 597 using such intermediate

Country Status (6)

Country Link
US (1) US8058435B2 (en)
EP (2) EP1792904A1 (en)
JP (1) JP2009512662A (en)
AT (1) ATE554093T1 (en)
CA (1) CA2626595A1 (en)
WO (1) WO2007045686A2 (en)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110108411A1 (en) * 2009-11-11 2011-05-12 Popik Vladimir V Methods for labeling a substrate using a hetero-diels-alder reaction
US9090542B2 (en) * 2009-11-11 2015-07-28 University Of Georgia Research Foundation, Inc. Methods for labeling a substrate using a hetero-diels-alder reaction
AU2011257277B2 (en) 2010-05-25 2016-02-25 Pharma Mar, S.A. Synthetic process for the manufacture of ecteinascidin compounds
CN103304478B (en) * 2013-06-28 2016-04-20 四川大学 Alkaloidal intermediate of one class synthesis renieramycins type and preparation method thereof
CN103709101B (en) * 2013-12-19 2016-06-29 四川大学 Synthetic intermediate of one class renieramycin G and preparation method thereof
CN107739387B (en) * 2017-10-16 2020-01-03 上海皓元生物医药科技有限公司 Method for preparing key intermediate compound of trabectedin
CN109912629B (en) 2017-12-13 2021-12-24 浙江中科创越药业有限公司 Preparation of Natural product Trabectedin
CN108276408B (en) * 2018-04-19 2020-09-29 上海皓元医药股份有限公司 Intermediate of trabectedin, preparation method and application thereof
CN111518110B (en) 2019-02-01 2023-11-03 博瑞生物医药（苏州）股份有限公司 Preparation method of ecteinascidin compound and intermediate thereof
CN112745327B (en) * 2019-10-30 2023-08-25 南通诺泰生物医药技术有限公司 A kind of preparation method of trabectedine intermediate compound

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1471068A1 (en) * 2002-01-29 2004-10-27 Japan Science and Technology Agency Process for total synthesis of ecteinascidins and intermediates therefor

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1471068A1 (en) * 2002-01-29 2004-10-27 Japan Science and Technology Agency Process for total synthesis of ecteinascidins and intermediates therefor

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHEN J ET AL: "Total synthesis of ecteinascidin 743", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY 11 JAN 2006 UNITED STATES, vol. 128, no. 1, 11 January 2006 (2006-01-11), pages 87 - 89, XP002429041, ISSN: 0002-7863 *
ENDO ATSUSHI ET AL: "Total synthesis of ecteinascidin 743", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, AMERICAN CHEMICAL SOCIETY, WASHINGTON, DC, US, vol. 124, no. 23, 17 May 2002 (2002-05-17), pages 6552 - 6554, XP002961311, ISSN: 0002-7863 *

Also Published As

Publication number Publication date
WO2007045686A2 (en) 2007-04-26
US20090171080A1 (en) 2009-07-02
US8058435B2 (en) 2011-11-15
JP2009512662A (en) 2009-03-26
EP1792904A1 (en) 2007-06-06
ATE554093T1 (en) 2012-05-15
EP1937689B1 (en) 2012-04-18
CA2626595A1 (en) 2007-04-26
EP1937689A2 (en) 2008-07-02

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