JP3031715B2 - 様々なａ環側鎖を有するタキソール、類似体及び中間体の合成 - Google Patents

様々なａ環側鎖を有するタキソール、類似体及び中間体の合成

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Publication number
JP3031715B2
JP3031715B2 JP6518249A JP51824994A JP3031715B2 JP 3031715 B2 JP3031715 B2 JP 3031715B2 JP 6518249 A JP6518249 A JP 6518249A JP 51824994 A JP51824994 A JP 51824994A JP 3031715 B2 JP3031715 B2 JP 3031715B2
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JP
Japan
Prior art keywords
group
hydrogen
olefin
phch
aromatic
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 - Fee Related
Application number
JP6518249A
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English (en)
Japanese (ja)
Other versions
JPH08506587A (ja
Inventor
スウィンデル，チャールズ
クラウス，ナンシィ
Original Assignee
ブリン モーアー カレッジ
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Application filed by ブリン モーアー カレッジ filed Critical ブリン モーアー カレッジ
Publication of JPH08506587A publication Critical patent/JPH08506587A/ja
Application granted granted Critical
Publication of JP3031715B2 publication Critical patent/JP3031715B2/ja
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
    • C07D305/14—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages
    • 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)
  • Epoxy Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
JP6518249A 1993-02-05 1994-02-04 様々なａ環側鎖を有するタキソール、類似体及び中間体の合成 Expired - Fee Related JP3031715B2 (ja)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US1509593A 1993-02-05 1993-02-05
US015,095 1993-02-05
US08/015,095 1993-02-05
PCT/US1994/001293 WO1994018186A1 (en) 1993-02-05 1994-02-04 Synthesis of taxol, analogs and intermediates with variable a-ring side chains

Publications (2)

Publication Number Publication Date
JPH08506587A JPH08506587A (ja) 1996-07-16
JP3031715B2 true JP3031715B2 (ja) 2000-04-10

Family

ID=21769500

Family Applications (1)

Application Number Title Priority Date Filing Date
JP6518249A Expired - Fee Related JP3031715B2 (ja) 1993-02-05 1994-02-04 様々なａ環側鎖を有するタキソール、類似体及び中間体の合成

Country Status (12)

Country Link
US (6) US5770745A (enExample)
EP (2) EP1260507A1 (enExample)
JP (1) JP3031715B2 (enExample)
CN (2) CN1102829A (enExample)
AT (1) ATE253563T1 (enExample)
AU (1) AU695530B2 (enExample)
BR (1) BR9405687C1 (enExample)
CA (1) CA2155304C (enExample)
DE (1) DE69433297T2 (enExample)
IL (1) IL108581A0 (enExample)
NZ (1) NZ262030A (enExample)
WO (1) WO1994018186A1 (enExample)

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US5973160A (en) * 1992-12-23 1999-10-26 Poss; Michael A. Methods for the preparation of novel sidechain-bearing taxanes
US5684175A (en) * 1993-02-05 1997-11-04 Napro Biotherapeutics, Inc. C-2' hydroxyl-benzyl protected, N-carbamate protected (2R, 3S)- 3-phenylisoserine and production process therefor
CA2155304C (en) 1993-02-05 2010-07-20 Charles Swindell Syntheses of paclitaxel, analogs and intermediates with variable a-ring side chains
US5442065A (en) * 1993-09-09 1995-08-15 Board Of Regents, The University Of Texas System Synthesis of tetrahydroquinoline enediyne core analogs of dynemicin
US5677470A (en) * 1994-06-28 1997-10-14 Tanabe Seiyaku Co., Ltd. Baccatin derivatives and processes for preparing the same
CA2162759A1 (en) * 1994-11-17 1996-05-18 Kenji Tsujihara Baccatin derivatives and processes for preparing the same
WO1998013359A1 (de) * 1996-09-24 1998-04-02 Marigen S.A. Ultramikroemulsionen aus spontan dispergierbaren konzentraten mit antitumoral und antiviral wirksamen estern von baccatin-iii-verbindungen
US5750737A (en) * 1996-09-25 1998-05-12 Sisti; Nicholas J. Method for paclitaxel synthesis
CA2188190A1 (en) * 1996-10-18 1998-04-18 Sarala Balachandran The semi-synthesis of a protected bacatin iii compound
US6150537A (en) * 1997-12-12 2000-11-21 Emory University Methods for the esterification of alcohols and compounds useful therefor as potential anticancer agents
US6020507A (en) * 1998-03-02 2000-02-01 Bristol-Myers Squibb Company Synthesis of paclitaxel from baccatin III by protection of the 7-hydroxyl of baccatin III using a strong base and an electrophile
ATE269854T1 (de) 1998-05-01 2004-07-15 Napro Biotherapeutics Inc Verfahren und verwendbare zwischenprodukte für paclitaxel synthese von c-7,c-10 di-cbz baccatin iii
FI981717A7 (fi) 1998-08-07 2000-02-08 Borealis As Katalysaattorikomponentti, joka käsittää magnesiumia, titaania, halogeenia ja elektronidonorin, sen valmistus ja käyttö
US6025516A (en) * 1998-10-14 2000-02-15 Chiragene, Inc. Resolution of 2-hydroxy-3-amino-3-phenylpropionamide and its conversion to C-13 sidechain of taxanes
IL145869A (en) 1999-05-28 2005-07-25 Bristol Myers Squibb Co Process for the production of paclitaxel and nove paclitaxel derivatives
US6143902A (en) * 1999-06-21 2000-11-07 Napro Biotherapeutics, Inc. C-2 hydroxyl protected-N-acyl (2R,3S)-3-phenylisoserine N-imido activated esters and method for production thereof
US6136999A (en) * 1999-06-21 2000-10-24 Napro Biotherapeutics, Inc. C-2 hydroxyl protected-n-acyl (2R,3S)-3-phenylisoserine substituted phenyl activated esters and method for production thereof
EP2289549A3 (en) 1999-10-01 2011-06-15 Immunogen, Inc. Immunoconjugates for treating cancer
HUP0200756A3 (en) * 2000-02-02 2005-02-28 Univ Florida State Res Found C7 carbonate substituted taxanes as antitumor agents and pharmaceutical compositions containing them
HUP0200752A3 (en) * 2000-02-02 2005-02-28 Univ Florida State Res Found C7 carbamoyloxy substituted taxanes as antitumor agents
US6452024B1 (en) 2000-02-22 2002-09-17 Chaichem Pharmaceuticals International Process for extraction and purification of paclitaxel from natural sources
US6362217B2 (en) * 2000-03-17 2002-03-26 Bristol-Myers Squibb Company Taxane anticancer agents
US6358996B1 (en) 2000-06-09 2002-03-19 Napro Biotherapeutics, Inc. Stable isotope labeling of paclitaxel
JP2004501143A (ja) 2000-06-22 2004-01-15 ニトロメド　インコーポレーテッド ニトロソ化およびニトロシル化タキサン、組成物および使用方法
AU2001277758A1 (en) * 2000-08-18 2002-03-04 Nikon Corporation Optical element holding device
EP1318794A2 (en) 2000-09-22 2003-06-18 Bristol-Myers Squibb Company Method for reducing toxicity of combined chemotherapies
EP1383754B1 (en) * 2001-03-23 2011-02-23 ScinoPharm Taiwan, Ltd. Process for making taxane derivatives
AU2002254400B2 (en) * 2001-03-23 2007-08-09 Napro Biotherapeutics, Inc. Molecular conjugates for use in treatment of cancer
US6452025B1 (en) 2001-04-25 2002-09-17 Napro Biotherapeutics, Inc. Three-step conversion of protected taxane ester to paclitaxel
US6479679B1 (en) 2001-04-25 2002-11-12 Napro Biotherapeutics, Inc. Two-step conversion of protected taxane ester to paclitaxel
US6653501B2 (en) 2001-06-27 2003-11-25 Napro Biotherapeutics, Inc. Chiral resolution method for producing compounds useful in the synthesis of taxanes
US7173145B2 (en) * 2001-11-29 2007-02-06 University Of Maryland, College Park Process for extraction and purification of lutein, zeaxanthin and rare carotenoids from marigold flowers and plants
ITMI20020782A1 (it) * 2002-04-12 2003-10-13 Indena Spa Processo semisintetico per la preparazione di n-debenzoilpaclitaxel
US7981928B2 (en) 2002-09-05 2011-07-19 Nanodynamics, Inc. Chemotherapy method using x-rays
ATE431343T1 (de) * 2002-10-09 2009-05-15 Chatham Biotec Ltd Thio-analoga von paclitaxel und deren vorprodukte
US6759539B1 (en) 2003-02-27 2004-07-06 Chaichem Pharmaceuticals International Process for isolation and purification of paclitaxel from natural sources
US7202370B2 (en) 2003-10-27 2007-04-10 Conor Medsystems, Inc. Semi-synthesis of taxane intermediates from 9-dihydro-13-acetylbaccatin III
EP1877742A2 (en) * 2005-04-12 2008-01-16 X-Rite, Inc. Systems and methods for measuring a like-color region of an object
WO2007073383A1 (en) * 2005-12-21 2007-06-28 Tapestry Pharmaceuticals, Inc. Novel compounds and methods for forming taxanes and using the same
CA2647766A1 (en) * 2006-03-27 2007-11-08 Tapestry Pharmaceuticals, Inc. A convergent process for the synthesis of taxane derivatives
GB0701523D0 (en) 2007-01-26 2007-03-07 Chatham Biotec Ltd Semi-synthetic process for the preparation of taxane derivatives
KR101096282B1 (ko) 2009-04-24 2011-12-20 주식회사 삼양제넥스 탁산 유도체를 제조하는 방법
WO2017055522A1 (en) 2015-09-29 2017-04-06 Academisch Medisch Centrum Stabilized env proteins of hiv
WO2019042950A1 (en) 2017-08-26 2019-03-07 Academisch Medisch Centrum IMPROVED HIV ENVELOPE GLYCOPROTETIC IMMUNOGENS

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2601675B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Derives du taxol, leur preparation et les compositions pharmaceutiques qui les contiennent
FR2601676B1 (fr) * 1986-07-17 1988-09-23 Rhone Poulenc Sante Procede de preparation du taxol et du desacetyl-10 taxol
FR2629818B1 (fr) * 1988-04-06 1990-11-16 Centre Nat Rech Scient Procede de preparation du taxol
FR2629819B1 (fr) * 1988-04-06 1990-11-16 Rhone Poulenc Sante Procede de preparation de derives de la baccatine iii et de la desacetyl-10 baccatine iii
US5175315A (en) * 1989-05-31 1992-12-29 Florida State University Method for preparation of taxol using β-lactam
US5015744A (en) * 1989-11-14 1991-05-14 Florida State University Method for preparation of taxol using an oxazinone
US5136060A (en) * 1989-11-14 1992-08-04 Florida State University Method for preparation of taxol using an oxazinone
FR2658513B1 (fr) * 1990-02-21 1994-02-04 Rhone Poulenc Sante Procede de preparation de l'acide cis-beta-phenylglycidique-(2r,3r).
FR2680506B1 (fr) * 1991-08-19 1994-09-02 Rhone Poulenc Rorer Sa Procede de preparation de derives de la beta-phenylisoserine et leur utilisation.
FR2687151B1 (fr) 1992-02-07 1994-03-25 Rhone Poulenc Rorer Sa Nouveaux derives de la baccatine iii et de la desacetyl-10 baccatine iii, leur preparation et les compositions pharmaceutiques qui les contiennent.
FR2687150B1 (fr) * 1992-02-07 1995-04-28 Rhone Poulenc Rorer Sa Procede de preparation de derives du taxane.
US5319112A (en) * 1992-08-18 1994-06-07 Virgnia Tech Intellectual Properties, Inc. Method for the conversion of cephalomannine to taxol and for the preparation of N-acyl analogs of taxol
US5470866A (en) * 1992-08-18 1995-11-28 Virginia Polytechnic Institute And State University Method for the conversion of cephalomannine to taxol and for the preparation of n-acyl analogs of taxol
FR2696460B1 (fr) 1992-10-05 1994-11-25 Rhone Poulenc Rorer Sa Procédé de préparation de dérivés du taxane.
US5684175A (en) * 1993-02-05 1997-11-04 Napro Biotherapeutics, Inc. C-2' hydroxyl-benzyl protected, N-carbamate protected (2R, 3S)- 3-phenylisoserine and production process therefor
CA2155304C (en) 1993-02-05 2010-07-20 Charles Swindell Syntheses of paclitaxel, analogs and intermediates with variable a-ring side chains
FR2703353B1 (fr) * 1993-03-29 1995-05-05 Rhone Poulenc Rorer Sa Procédé de préparation de dérivés de la beta-phénylisosérine.
US5679807A (en) 1995-01-30 1997-10-21 Hauser, Inc. Preparation of taxol and docetaxel through primary amines

Non-Patent Citations (1)

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Title
Ｊ．Ｍｅｄ．Ｃｈｅｍ．，Ｖｏｌ．３４，Ｎｏ．３，ｐ．９９２−９９８（１９９１）

Also Published As

Publication number Publication date
EP0682660A1 (en) 1995-11-22
US6262281B1 (en) 2001-07-17
IL108581A0 (en) 1994-05-30
US6072060A (en) 2000-06-06
US5939566A (en) 1999-08-17
BR9405687C1 (pt) 2001-08-07
ATE253563T1 (de) 2003-11-15
US6509484B2 (en) 2003-01-21
JPH08506587A (ja) 1996-07-16
US6307088B1 (en) 2001-10-23
WO1994018186A1 (en) 1994-08-18
EP0682660A4 (enExample) 1995-12-20
CA2155304A1 (en) 1994-08-18
EP1260507A1 (en) 2002-11-27
US20020052517A1 (en) 2002-05-02
EP0682660B1 (en) 2003-11-05
NZ262030A (en) 1997-10-24
AU695530B2 (en) 1998-08-13
US5770745A (en) 1998-06-23
CN1102829A (zh) 1995-05-24
AU6133694A (en) 1994-08-29
DE69433297D1 (de) 2003-12-11
CN1284501A (zh) 2001-02-21
DE69433297T2 (de) 2004-10-21
BR9405687A (pt) 1995-11-21
CA2155304C (en) 2010-07-20

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Legal Events

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