ATE331712T1 - Umsetzung von 9-dihydro-13-acetylbaccatin iii in 10-deacetylbaccatin iii - Google Patents

Umsetzung von 9-dihydro-13-acetylbaccatin iii in 10-deacetylbaccatin iii

Info

Publication number: ATE331712T1
Authority: AT; Austria
Prior art keywords: iii; deacetylbaccatin; dihydro; group; acetylbaccatin
Prior art date: 2002-09-26

Application number

AT03103584T

Other languages

English (en)

Inventor

John Findlay

Ghislain Deslongchamps

Guoqiang Li

Original Assignee

Univ New Brunswick

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.)

2002-09-26

Filing date

2003-09-26

Publication date

2006-07-15

2003-09-26 Application filed by Univ New Brunswick filed Critical Univ New Brunswick

2006-07-15 Application granted granted Critical

2006-07-15 Publication of ATE331712T1 publication Critical patent/ATE331712T1/de

Links

YWLXLRUDGLRYDR-ZHPRIASZSA-N 5beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate Chemical compound O([C@H]1[C@H]2[C@@](C([C@H](O)C3=C(C)[C@@H](O)C[C@]1(O)C3(C)C)=O)(C)[C@@H](O)C[C@H]1OC[C@]12OC(=O)C)C(=O)C1=CC=CC=C1 YWLXLRUDGLRYDR-ZHPRIASZSA-N 0.000 title abstract 7
WPPPFZJNKLMYBW-FAEUQDRCSA-N 13-acetyl-9-dihydrobaccatin iii Chemical compound O([C@@H]1[C@]2(O)C[C@@H](C(=C([C@@H](OC(C)=O)[C@H](O)[C@]3(C)[C@@H](O)C[C@H]4OC[C@]4([C@H]31)OC(C)=O)C2(C)C)C)OC(=O)C)C(=O)C1=CC=CC=C1 WPPPFZJNKLMYBW-FAEUQDRCSA-N 0.000 title abstract 3
FFCWRLFQIKDRNO-UHFFFAOYSA-N 9-dihydro-13-acetyl baccatin III Natural products CC(=O)OC1C2C(O)CC(OC(=O)C)C3(CO3)C2C(OC(=O)C)C4(O)CC(OC(=O)C)C(=C(C1OC(=O)C)C4(C)C)C FFCWRLFQIKDRNO-UHFFFAOYSA-N 0.000 title abstract 3
238000006243 chemical reaction Methods 0.000 title 1
229930012538 Paclitaxel Natural products 0.000 abstract 2
229910052799 carbon Inorganic materials 0.000 abstract 2
125000004432 carbon atom Chemical group C* 0.000 abstract 2
229960001592 paclitaxel Drugs 0.000 abstract 2
RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 abstract 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
-1 ketone compound Chemical class 0.000 abstract 1
150000002576 ketones Chemical class 0.000 abstract 1
230000001590 oxidative effect Effects 0.000 abstract 1
125000006239 protecting group Chemical group 0.000 abstract 1

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
- 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)
Plural Heterocyclic Compounds (AREA)
Epoxy Compounds (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

AT03103584T 2002-09-26 2003-09-26 Umsetzung von 9-dihydro-13-acetylbaccatin iii in 10-deacetylbaccatin iii ATE331712T1 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US10/254,972 US6812356B2 (en)	2002-09-26	2002-09-26	Conversion 9-dihydro-13-acetylbaccatin III into 10-deacetylbaccatin III

Publications (1)

Publication Number	Publication Date
ATE331712T1 true ATE331712T1 (de)	2006-07-15

Family

ID=31977836

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AT03103584T ATE331712T1 (de)	2002-09-26	2003-09-26	Umsetzung von 9-dihydro-13-acetylbaccatin iii in 10-deacetylbaccatin iii

Country Status (7)

Country	Link
US (1)	US6812356B2 (de)
EP (1)	EP1403261B1 (de)
AT (1)	ATE331712T1 (de)
AU (1)	AU2003248425A1 (de)
CA (1)	CA2444693C (de)
DE (1)	DE60306470T2 (de)
ES (1)	ES2266725T3 (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
WO2005105767A1 (en) *	2004-04-23	2005-11-10	Chatham Biotec Ltd.	Semi-synthesis and isolation of taxane intermediates from a mixture of taxanes
US20050240036A1 (en) *	2004-04-23	2005-10-27	Phytogen Life Sciences Inc.	Semi-synthesis of taxane intermediates from a mixture of taxanes
US7893283B2 (en)	2004-06-04	2011-02-22	Chatham Biotec, Limited	Semi-synthesis of taxane intermediates and their conversion to paclitaxel and docetaxel
US20050288520A1 (en)	2004-06-25	2005-12-29	Phytogen Life Sciences Inc.	One pot synthesis of taxane derivatives and their conversion to paclitaxel and docetaxel
US20050288521A1 (en)	2004-06-29	2005-12-29	Phytogen Life Sciences Inc.	Semi-synthetic conversion of paclitaxel to docetaxel
US8263793B2 (en)	2005-03-31	2012-09-11	Accord Healthcare Inc.	Preparation of taxanes from 9-dihydro-13-acetylbaccatin III
CA2538860A1 (en) *	2006-03-08	2007-09-08	Jian Liu	Conversion 9-dihydro-13-acetylbaccatin iii to 10-deacetylbaccatin iii
US7847111B2 (en) *	2006-06-19	2010-12-07	Canada Inc.	Semi-synthetic route for the preparation of paclitaxel, docetaxel, and 10-deacetylbaccatin III from 9-dihydro-13-acetylbaccatin III
EP2029563A4 (de) *	2006-06-12	2009-12-02	Canada Inc 6570763	Halbsynthetische route zur herstellung von paclitaxel, docetaxel und 10-deacetylbaccatin iii aus 9-dihydro-13-acetylbaccatin iii
CN104592173A (zh) *	2014-12-31	2015-05-06	宁波绿之健药业有限公司	一种由9-dhb合成10-dab的制备方法
CN106397371A (zh) *	2016-08-31	2017-02-15	重庆市碚圣医药科技股份有限公司	一种用曼地亚红豆杉高产10‑dabⅲ的方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA2188190A1 (en)	1996-10-18	1998-04-18	Sarala Balachandran	The semi-synthesis of a protected bacatin iii compound
CA2204197A1 (en)	1997-05-01	1998-11-01	Jian Liu	Process for converting 9-dihydro-13-acetylbaccatin iii into taxol and derivatives thereof
WO1999054322A1 (en)	1998-04-20	1999-10-28	Lolita Zamir	The semi-synthesis of baccatin iii
US20010041803A1 (en)	2000-03-21	2001-11-15	Kasitu Gertrude C.	Conversion of 9-dihydro-13-acetylbaccatin III to baccatin III and 10-deacetyl baccatin III

2002
- 2002-09-26 US US10/254,972 patent/US6812356B2/en not_active Expired - Fee Related
2003
- 2003-09-24 CA CA2444693A patent/CA2444693C/en not_active Expired - Fee Related
- 2003-09-26 AU AU2003248425A patent/AU2003248425A1/en not_active Abandoned
- 2003-09-26 ES ES03103584T patent/ES2266725T3/es not_active Expired - Lifetime
- 2003-09-26 AT AT03103584T patent/ATE331712T1/de not_active IP Right Cessation
- 2003-09-26 EP EP03103584A patent/EP1403261B1/de not_active Expired - Lifetime
- 2003-09-26 DE DE60306470T patent/DE60306470T2/de not_active Expired - Lifetime

Also Published As

Publication number	Publication date
US20040063976A1 (en)	2004-04-01
DE60306470D1 (de)	2006-08-10
CA2444693C (en)	2011-01-11
DE60306470T2 (de)	2007-02-01
US6812356B2 (en)	2004-11-02
AU2003248425A1 (en)	2004-04-22
ES2266725T3 (es)	2007-03-01
EP1403261A1 (de)	2004-03-31
EP1403261B1 (de)	2006-06-28
CA2444693A1 (en)	2004-03-26

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Legal Events

Date	Code	Title	Description
2006-12-15	RER	Ceased as to paragraph 5 lit. 3 law introducing patent treaties