JP2004535428A5 - - Google Patents
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- Publication number
- JP2004535428A5 JP2004535428A5 JP2003506269A JP2003506269A JP2004535428A5 JP 2004535428 A5 JP2004535428 A5 JP 2004535428A5 JP 2003506269 A JP2003506269 A JP 2003506269A JP 2003506269 A JP2003506269 A JP 2003506269A JP 2004535428 A5 JP2004535428 A5 JP 2004535428A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- added
- reaction
- filtered
- suspension
- 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.)
- Granted
Links
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 0 *=C(c1ccccc1)OCC(OCC1)S1=O Chemical compound *=C(c1ccccc1)OCC(OCC1)S1=O 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000012044 organic layer Substances 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- IJCKBIINTQEGLY-UHFFFAOYSA-N CC(NC(C=CN1)=NC1=O)=O Chemical compound CC(NC(C=CN1)=NC1=O)=O IJCKBIINTQEGLY-UHFFFAOYSA-N 0.000 description 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- -1 pyrimidine compound Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- CSRZQMIRAZTJOY-UHFFFAOYSA-N trimethylsilyl iodide Substances C[Si](C)(C)I CSRZQMIRAZTJOY-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SFLGIMGLWCVAHP-UHFFFAOYSA-N 5h-oxathiole Chemical compound C1OSC=C1 SFLGIMGLWCVAHP-UHFFFAOYSA-N 0.000 description 1
- OZSOMHDRIREFKV-UHFFFAOYSA-N O=C(c1ccccc1)OCNC(OCC1)S1=O Chemical compound O=C(c1ccccc1)OCNC(OCC1)S1=O OZSOMHDRIREFKV-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29807901P | 2001-06-15 | 2001-06-15 | |
| PCT/CA2002/000899 WO2002102796A1 (en) | 2001-06-15 | 2002-06-14 | Stereoselective method for the preparation of nucleoside analogues |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004535428A JP2004535428A (ja) | 2004-11-25 |
| JP2004535428A5 true JP2004535428A5 (enExample) | 2006-01-05 |
| JP4542776B2 JP4542776B2 (ja) | 2010-09-15 |
Family
ID=23148927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003506269A Expired - Fee Related JP4542776B2 (ja) | 2001-06-15 | 2002-06-14 | ヌクレオシドアナログを調製するための立体選択的な方法 |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US7109334B2 (enExample) |
| EP (2) | EP1406896B8 (enExample) |
| JP (1) | JP4542776B2 (enExample) |
| KR (1) | KR100832617B1 (enExample) |
| CN (1) | CN1297553C (enExample) |
| AP (1) | AP1559A (enExample) |
| AT (2) | ATE370945T1 (enExample) |
| AU (2) | AU2002344862C1 (enExample) |
| BR (2) | BR0210444A (enExample) |
| CA (1) | CA2449338C (enExample) |
| CO (1) | CO5550497A2 (enExample) |
| CY (1) | CY1107805T1 (enExample) |
| DE (2) | DE60222031T2 (enExample) |
| DK (2) | DK1632490T3 (enExample) |
| EA (1) | EA006372B1 (enExample) |
| ES (2) | ES2293445T3 (enExample) |
| HR (1) | HRP20031021B1 (enExample) |
| IL (2) | IL159139A0 (enExample) |
| MX (1) | MXPA03011627A (enExample) |
| NO (1) | NO326135B1 (enExample) |
| NZ (1) | NZ529906A (enExample) |
| OA (1) | OA12628A (enExample) |
| PL (2) | PL218777B1 (enExample) |
| PT (1) | PT1632490E (enExample) |
| RS (1) | RS50868B (enExample) |
| SI (2) | SI1406896T1 (enExample) |
| WO (1) | WO2002102796A1 (enExample) |
| ZA (1) | ZA200309307B (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7501514B1 (en) | 2003-10-15 | 2009-03-10 | Shire Biochem, Inc. | Enantiomeric resolution of 2-substituted 4-substituted 1,3-oxathiolanes nucleosides |
| JP4653966B2 (ja) * | 2004-04-19 | 2011-03-16 | ダイセル化学工業株式会社 | ２−ベンゾイルオキシアセトアルデヒド誘導体の製造法 |
| EP2190839B1 (en) * | 2007-09-28 | 2015-04-15 | Avexa Limited | A process for chiral resolution of 2-substituted 4-substituted 1,3-oxathiolanes |
| US20130165350A1 (en) * | 2011-12-22 | 2013-06-27 | Affymetrix, Inc. | Surface linkers for array synthesis |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR840001591A (ko) * | 1981-09-29 | 1984-05-07 | 구라바야시 이꾸시로 | 당케탈류의 제조방법 |
| US5587480A (en) * | 1990-11-13 | 1996-12-24 | Biochem Pharma, Inc. | Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties |
| AU8864191A (en) * | 1990-11-13 | 1992-06-11 | Biochem Pharma Inc. | Substituted 1,3-oxathiolanes and substituted 1,3-dithiolanes with antiviral properties |
| US5532349A (en) * | 1993-07-20 | 1996-07-02 | Mitsui Toatsu Chemicals, Inc. | Process for producing 1-(2'-deoxy-β-D-erythro-pentofuranosyl)-5-trifluoromethyluracil derivatives |
| CN1141305C (zh) * | 1998-08-12 | 2004-03-10 | 三角药物公司 | 生产1,3-氧硫戊环核苷的方法 |
-
2002
- 2002-06-14 ES ES05017130T patent/ES2293445T3/es not_active Expired - Lifetime
- 2002-06-14 AU AU2002344862A patent/AU2002344862C1/en not_active Ceased
- 2002-06-14 HR HR20031021A patent/HRP20031021B1/xx not_active IP Right Cessation
- 2002-06-14 US US10/170,418 patent/US7109334B2/en not_active Expired - Fee Related
- 2002-06-14 DK DK05017130T patent/DK1632490T3/da active
- 2002-06-14 DK DK02742572T patent/DK1406896T3/da active
- 2002-06-14 OA OA1200300329A patent/OA12628A/en unknown
- 2002-06-14 CA CA2449338A patent/CA2449338C/en not_active Expired - Fee Related
- 2002-06-14 WO PCT/CA2002/000899 patent/WO2002102796A1/en not_active Ceased
- 2002-06-14 SI SI200230273T patent/SI1406896T1/sl unknown
- 2002-06-14 PL PL401835A patent/PL218777B1/pl unknown
- 2002-06-14 AT AT05017130T patent/ATE370945T1/de active
- 2002-06-14 PL PL366907A patent/PL215267B1/pl unknown
- 2002-06-14 CN CNB028159624A patent/CN1297553C/zh not_active Expired - Fee Related
- 2002-06-14 IL IL15913902A patent/IL159139A0/xx unknown
- 2002-06-14 SI SI200230631T patent/SI1632490T1/sl unknown
- 2002-06-14 PT PT05017130T patent/PT1632490E/pt unknown
- 2002-06-14 JP JP2003506269A patent/JP4542776B2/ja not_active Expired - Fee Related
- 2002-06-14 EA EA200400042A patent/EA006372B1/ru not_active IP Right Cessation
- 2002-06-14 RS YUP-975/03A patent/RS50868B/sr unknown
- 2002-06-14 NZ NZ529906A patent/NZ529906A/xx not_active IP Right Cessation
- 2002-06-14 MX MXPA03011627A patent/MXPA03011627A/es active IP Right Grant
- 2002-06-14 DE DE60222031T patent/DE60222031T2/de not_active Expired - Lifetime
- 2002-06-14 AT AT02742572T patent/ATE313542T1/de active
- 2002-06-14 BR BR0210444-0A patent/BR0210444A/pt not_active IP Right Cessation
- 2002-06-14 ES ES02742572T patent/ES2254695T3/es not_active Expired - Lifetime
- 2002-06-14 DE DE60208202T patent/DE60208202T2/de not_active Expired - Lifetime
- 2002-06-14 AP APAP/P/2003/002948A patent/AP1559A/en active
- 2002-06-14 KR KR1020037016301A patent/KR100832617B1/ko not_active Expired - Fee Related
- 2002-06-14 EP EP02742572A patent/EP1406896B8/en not_active Expired - Lifetime
- 2002-06-14 BR BRPI0210444-0A patent/BRPI0210444B1/pt unknown
- 2002-06-14 EP EP05017130A patent/EP1632490B1/en not_active Expired - Lifetime
-
2003
- 2003-11-28 ZA ZA2003/09307A patent/ZA200309307B/en unknown
- 2003-12-01 IL IL159139A patent/IL159139A/en not_active IP Right Cessation
- 2003-12-12 NO NO20035556A patent/NO326135B1/no not_active IP Right Cessation
-
2004
- 2004-01-14 CO CO04002061A patent/CO5550497A2/es active IP Right Grant
-
2006
- 2006-04-07 US US11/399,502 patent/US7230100B2/en not_active Expired - Fee Related
-
2007
- 2007-11-15 CY CY20071101481T patent/CY1107805T1/el unknown
-
2008
- 2008-08-01 AU AU2008203443A patent/AU2008203443B2/en not_active Ceased
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