MX2010001139A - Proceso estereoselectivo para la preparacion de derivados de dioxolano nucleosidos de purina. - Google Patents
Proceso estereoselectivo para la preparacion de derivados de dioxolano nucleosidos de purina.Info
- Publication number
- MX2010001139A MX2010001139A MX2010001139A MX2010001139A MX2010001139A MX 2010001139 A MX2010001139 A MX 2010001139A MX 2010001139 A MX2010001139 A MX 2010001139A MX 2010001139 A MX2010001139 A MX 2010001139A MX 2010001139 A MX2010001139 A MX 2010001139A
- Authority
- MX
- Mexico
- Prior art keywords
- purine
- nucleoside derivatives
- dioxolane nucleoside
- dioxolane
- polysilylated
- Prior art date
Links
- -1 purine dioxolane nucleoside derivatives Chemical class 0.000 title abstract 4
- 238000004519 manufacturing process Methods 0.000 title 1
- 230000000707 stereoselective effect Effects 0.000 title 1
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 abstract 6
- 238000000034 method Methods 0.000 abstract 4
- 150000004862 dioxolanes Chemical class 0.000 abstract 2
- YNWUIBSEOAWSHW-HIQWKFPQSA-N 5-[(e)-2-bromoethenyl]-1-[(2s,4s)-2-(hydroxymethyl)-1,3-dioxolan-4-yl]pyrimidine-2,4-dione Chemical class O1[C@@H](CO)OC[C@H]1N1C(=O)NC(=O)C(\C=C\Br)=C1 YNWUIBSEOAWSHW-HIQWKFPQSA-N 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 230000000996 additive effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000006206 glycosylation reaction Methods 0.000 abstract 1
- 150000003833 nucleoside derivatives Chemical class 0.000 abstract 1
- 150000003212 purines Chemical class 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/02—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6
- C07D473/16—Heterocyclic compounds containing purine ring systems with oxygen, sulphur, or nitrogen atoms directly attached in positions 2 and 6 two nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
Se divulga un proceso rentable a escala industrial para la preparación de derivados de dioxolano nucleósidos de purina en forma racémica u ópticamente pura. Se divulgan también derivados de nucleósidos preparados mediante dicho método. El método incluye hacer reaccionar un derivado de purina o de purina monosililado o polisililado con un análogo activado de dioxolano para producir el análogo de dioxolano nucleósido con rendimientos útiles a nivel comercial. La reacción directa de una purina o una purina monosililada o polisililada con dioxolanos presenta los rendimientos químicos más elevados que han sido reportados y una estereoselectividad excelente cuando está presente en la mezcla de reacción un aditivo en forma de un compuesto alfa ciano carbonílico o de compuestos alfa ciano carbonílicos sililados en la mezcla de reacción durante la reacción de glicosilación.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US96255007P | 2007-07-30 | 2007-07-30 | |
| PCT/US2008/071069 WO2009018106A2 (en) | 2007-07-30 | 2008-07-24 | Stereoselective process for preparing purine dioxolane nucleoside derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2010001139A true MX2010001139A (es) | 2010-05-27 |
Family
ID=40305202
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2010001139A MX2010001139A (es) | 2007-07-30 | 2008-07-24 | Proceso estereoselectivo para la preparacion de derivados de dioxolano nucleosidos de purina. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20100210840A1 (es) |
| EP (1) | EP2173350B1 (es) |
| KR (1) | KR20100052483A (es) |
| CN (1) | CN101801382B (es) |
| AT (1) | ATE554090T1 (es) |
| BR (1) | BRPI0813036A2 (es) |
| CA (1) | CA2697345A1 (es) |
| MX (1) | MX2010001139A (es) |
| WO (1) | WO2009018106A2 (es) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103288806A (zh) * | 2013-07-02 | 2013-09-11 | 山东大学 | 一种曲沙他滨的合成方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5276151A (en) * | 1990-02-01 | 1994-01-04 | Emory University | Method of synthesis of 1,3-dioxolane nucleosides |
| GB9525606D0 (en) * | 1995-12-14 | 1996-02-14 | Iaf Biochem Int | Method and compositions for the synthesis of dioxolane nucleosides with - configuration |
| ES2284613T3 (es) * | 2000-02-11 | 2007-11-16 | Shire Biochem Inc. | Sintesis estereoselectiva de analogos de nucleosido. |
| CA2473736C (en) * | 2002-01-25 | 2011-10-11 | Shire Biochem Inc. | Process for producing dioxolane nucleoside analogues |
| DE10335061B4 (de) * | 2003-07-31 | 2005-11-17 | Wacker-Chemie Gmbh | Verfahren zur Herstellung von OH-geschützten [4-(2,6-damino-9H-purin-9-yl)-1,3-dioxolan-2-yl]methanol-Derivaten |
| WO2012078416A2 (en) * | 2010-12-06 | 2012-06-14 | Rfs Pharma, Llc | Monophosphate prodrugs of dapd and analogs thereof |
-
2008
- 2008-04-27 BR BRPI0813036A patent/BRPI0813036A2/pt not_active IP Right Cessation
- 2008-07-24 EP EP08782336A patent/EP2173350B1/en not_active Not-in-force
- 2008-07-24 MX MX2010001139A patent/MX2010001139A/es active IP Right Grant
- 2008-07-24 US US12/670,386 patent/US20100210840A1/en not_active Abandoned
- 2008-07-24 CA CA2697345A patent/CA2697345A1/en not_active Abandoned
- 2008-07-24 AT AT08782336T patent/ATE554090T1/de active
- 2008-07-24 KR KR1020107003938A patent/KR20100052483A/ko not_active Withdrawn
- 2008-07-24 WO PCT/US2008/071069 patent/WO2009018106A2/en not_active Ceased
- 2008-07-24 CN CN2008801011839A patent/CN101801382B/zh not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN101801382B (zh) | 2013-01-23 |
| CA2697345A1 (en) | 2009-02-05 |
| US20100210840A1 (en) | 2010-08-19 |
| CN101801382A (zh) | 2010-08-11 |
| EP2173350A4 (en) | 2011-01-19 |
| KR20100052483A (ko) | 2010-05-19 |
| BRPI0813036A2 (pt) | 2017-10-24 |
| ATE554090T1 (de) | 2012-05-15 |
| EP2173350B1 (en) | 2012-04-18 |
| WO2009018106A3 (en) | 2009-03-12 |
| WO2009018106A2 (en) | 2009-02-05 |
| EP2173350A2 (en) | 2010-04-14 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |