MX2007015174A - Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido. - Google Patents
Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido.Info
- Publication number
- MX2007015174A MX2007015174A MX2007015174A MX2007015174A MX2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A MX 2007015174 A MX2007015174 A MX 2007015174A
- Authority
- MX
- Mexico
- Prior art keywords
- deoxy
- alpha
- making
- sulfonate
- anomer
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 239000002777 nucleoside Substances 0.000 title abstract 2
- 150000003833 nucleoside derivatives Chemical class 0.000 title abstract 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 abstract 5
- 239000000203 mixture Substances 0.000 abstract 2
- 239000002246 antineoplastic agent Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- -1 gemcitabine Chemical class 0.000 abstract 1
- SDUQYLNIPVEERB-QPPQHZFASA-N gemcitabine Chemical compound O=C1N=C(N)C=CN1[C@H]1C(F)(F)[C@H](O)[C@@H](CO)O1 SDUQYLNIPVEERB-QPPQHZFASA-N 0.000 abstract 1
- 229960005277 gemcitabine Drugs 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000008054 sulfonate salts Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/048—Pyridine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/073—Pyrimidine radicals with 2-deoxyribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/12—Triazine radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/22—Pteridine radicals
-
- 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)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Un proceso para preparar un sulfonato 2-deoxi-2,2-difluoro-D-ribof uranosilo rico en alfa-anomero, el cual es util como intermediario en la preparacion de un nucleosido beta, tal como gemcitabina, un agente antitumoral. Un sulfonato 2-deoxi-2,2-difluoro-D-ribofuranosilo se calienta y se convierte en un sulfonato alfa-2-deoxi-2,2-difluoro-D-ribofuranosilo en la ausencia de una cantidad eficaz de una sal de sulfonato para facilitar la conversion. Ademas, una mezcla anomerica de un alfa-anomero y un beta-anomero de sulfonato 2-deoxi-2,2-difluoro-D -ribofuranosilo pueden disolverse en una mezcla de agua y un solvente y calentarse para producir un lactol, el cual puede convertirse ademas en un sulfonato 2-deoxi-2,2-difluoro-D-ribofura nosilo rico en alfa-anomero.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US68759305P | 2005-06-03 | 2005-06-03 | |
PCT/US2006/020131 WO2006132808A1 (en) | 2005-06-03 | 2006-05-24 | Process of making an alpha-anomer enriched 2-deoxy-2,2-diflouro-d-ribofuranosyl sulfonate and use thereof for making a beta nucleoside |
Publications (1)
Publication Number | Publication Date |
---|---|
MX2007015174A true MX2007015174A (es) | 2008-04-22 |
Family
ID=37498755
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
MX2007015174A MX2007015174A (es) | 2005-06-03 | 2006-05-24 | Proceso para elaborar un sulfonato de 2-desoxi-2,2-difluoro-d-ribo furanosilo enriquecido con alfa-anomero y su uso para elaborar beta nucleosido. |
Country Status (13)
Country | Link |
---|---|
US (1) | US7572898B2 (es) |
EP (1) | EP1891087A4 (es) |
JP (2) | JP5091126B2 (es) |
KR (1) | KR101171087B1 (es) |
CN (1) | CN101203525B (es) |
AR (1) | AR053620A1 (es) |
AU (1) | AU2006255706B2 (es) |
BR (1) | BRPI0610950A2 (es) |
CA (2) | CA2610283C (es) |
MX (1) | MX2007015174A (es) |
NZ (1) | NZ563995A (es) |
TW (1) | TWI322812B (es) |
WO (1) | WO2006132808A1 (es) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102140124B (zh) * | 2011-02-26 | 2013-05-15 | 湖南欧亚生物有限公司 | 一种新型的卡培他滨的合成工艺 |
CN109796506A (zh) * | 2019-01-28 | 2019-05-24 | 江苏八巨药业有限公司 | 一种吉西他滨关键中间体的制备方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4526988A (en) * | 1983-03-10 | 1985-07-02 | Eli Lilly And Company | Difluoro antivirals and intermediate therefor |
US5256798A (en) * | 1992-06-22 | 1993-10-26 | Eli Lilly And Company | Process for preparing alpha-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl sulfonates |
UA41261C2 (uk) * | 1992-06-22 | 2001-09-17 | Елі Ліллі Енд Компані | Спосіб одержання збагачених бета-аномером нуклеозидів |
US5401861A (en) * | 1992-06-22 | 1995-03-28 | Eli Lilly And Company | Low temperature process for preparing alpha-anomer enriched 2-deoxy-2,2-difluoro-D-ribofuranosyl sulfonates |
US5606048A (en) * | 1992-06-22 | 1997-02-25 | Eli Lilly And Company | Stereoselective glycosylation process for preparing 2'-Deoxy-2', 2'-difluoronucleosides and 2'-deoxy-2'-fluoronucleosides |
US5559222A (en) * | 1995-02-03 | 1996-09-24 | Eli Lilly And Company | Preparation of 1-(2'-deoxy-2',2'-difluoro-D-ribo-pentofuranosyl)-cytosine from 2-deoxy-2,2-difluoro-β-D-ribo-pentopyranose |
-
2006
- 2006-05-24 WO PCT/US2006/020131 patent/WO2006132808A1/en active Application Filing
- 2006-05-24 US US11/439,664 patent/US7572898B2/en not_active Expired - Fee Related
- 2006-05-24 NZ NZ563995A patent/NZ563995A/en not_active IP Right Cessation
- 2006-05-24 JP JP2008514697A patent/JP5091126B2/ja not_active Expired - Fee Related
- 2006-05-24 CN CN2006800195200A patent/CN101203525B/zh not_active Expired - Fee Related
- 2006-05-24 KR KR1020077028260A patent/KR101171087B1/ko not_active IP Right Cessation
- 2006-05-24 CA CA2610283A patent/CA2610283C/en not_active Expired - Fee Related
- 2006-05-24 AU AU2006255706A patent/AU2006255706B2/en not_active Ceased
- 2006-05-24 CA CA2689979A patent/CA2689979C/en not_active Expired - Fee Related
- 2006-05-24 BR BRPI0610950-0A patent/BRPI0610950A2/pt not_active IP Right Cessation
- 2006-05-24 EP EP06771094A patent/EP1891087A4/en not_active Withdrawn
- 2006-05-24 MX MX2007015174A patent/MX2007015174A/es active IP Right Grant
- 2006-06-01 TW TW095119351A patent/TWI322812B/zh not_active IP Right Cessation
- 2006-06-05 AR ARP060102350A patent/AR053620A1/es not_active Application Discontinuation
-
2012
- 2012-08-08 JP JP2012176061A patent/JP2012236851A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
KR20080031172A (ko) | 2008-04-08 |
EP1891087A1 (en) | 2008-02-27 |
KR101171087B1 (ko) | 2012-08-06 |
WO2006132808A1 (en) | 2006-12-14 |
JP2008542374A (ja) | 2008-11-27 |
CA2610283C (en) | 2011-08-30 |
AU2006255706B2 (en) | 2011-06-23 |
TW200745150A (en) | 2007-12-16 |
TWI322812B (en) | 2010-04-01 |
EP1891087A4 (en) | 2008-07-30 |
CA2689979C (en) | 2013-04-23 |
BRPI0610950A2 (pt) | 2010-08-03 |
CA2610283A1 (en) | 2006-12-14 |
JP5091126B2 (ja) | 2012-12-05 |
JP2012236851A (ja) | 2012-12-06 |
US7572898B2 (en) | 2009-08-11 |
AU2006255706A1 (en) | 2006-12-14 |
CN101203525A (zh) | 2008-06-18 |
AR053620A1 (es) | 2007-05-09 |
CA2689979A1 (en) | 2006-12-14 |
US20060276638A1 (en) | 2006-12-07 |
CN101203525B (zh) | 2012-06-13 |
NZ563995A (en) | 2010-01-29 |
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