YU97503A - Stereoselektivni postupak za dobijanje nukleozidnih analoga - Google Patents
Stereoselektivni postupak za dobijanje nukleozidnih analogaInfo
- Publication number
- YU97503A YU97503A YU97503A YUP97503A YU97503A YU 97503 A YU97503 A YU 97503A YU 97503 A YU97503 A YU 97503A YU P97503 A YUP97503 A YU P97503A YU 97503 A YU97503 A YU 97503A
- Authority
- YU
- Yugoslavia
- Prior art keywords
- formula
- nucleoside analogues
- preparation
- pyrimidine base
- stereoselective method
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 2
- 229940127073 nucleoside analogue Drugs 0.000 title abstract 2
- 230000000707 stereoselective effect Effects 0.000 title 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical group C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 2
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 239000002777 nucleoside Substances 0.000 abstract 1
- 125000003835 nucleoside group Chemical group 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 230000000737 periodic effect Effects 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/04—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D411/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms
- C07D411/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D411/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen and sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Virology (AREA)
- Animal Behavior & Ethology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Saccharide Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Abstract
Pomenuti pronalazak se odnosi na postupak za dobijanje pretežno cis nukleozida ili nukleozidih analoga i derivata formule (A): u kojoj je R1 pirimidinska baza ili njen farmaceutski prihvatljivi derivat; i Q je ugljenik, kiseonik ili sumpor; koji obuhvata ovde opisanu fazu spajanja pirimidinske baze sa molekulom formule (B) u odgovarajućem rastvaraču, u prisustvu katalitičkih količina elemenata ili kombinacije elemenata iz grupe 1B ili 11B; tercijalnog amina i Luisove kiseline da bi se dobio intermedijer formule (D) kojem je skinuta zaštita u narednoj fazi postupka u cilju dobijanja proizvoda formule (A).[A process for producing predominantly cis nucleosides or nucleoside analogues and derivatives of formula (A): wherein R1 is a pyrimidine base or a pharmaceutically acceptable derivative thereof and Q is oxygen, carbon or sulphur, comprising a coupling step of the pyrimidine base with a molecule of formula (B) described herein in a suitable coupling solvent, in the presence of catalytic amounts of an element or combination of elements of groups 1B or 11B of the periodic table, a tertiary amine and a Lewis acid to obtained an intermediate of formula (D) which is deprotected in the subsequent step to generate the product of formula (A).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29807901P | 2001-06-15 | 2001-06-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| YU97503A true YU97503A (sh) | 2006-05-25 |
| RS50868B RS50868B (sr) | 2010-08-31 |
Family
ID=23148927
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US7109334B2 (sh) |
| EP (2) | EP1632490B1 (sh) |
| JP (1) | JP4542776B2 (sh) |
| KR (1) | KR100832617B1 (sh) |
| CN (1) | CN1297553C (sh) |
| AP (1) | AP1559A (sh) |
| AT (2) | ATE370945T1 (sh) |
| AU (2) | AU2002344862C1 (sh) |
| BR (2) | BRPI0210444B1 (sh) |
| CA (1) | CA2449338C (sh) |
| CO (1) | CO5550497A2 (sh) |
| CY (1) | CY1107805T1 (sh) |
| DE (2) | DE60222031T2 (sh) |
| DK (2) | DK1632490T3 (sh) |
| EA (1) | EA006372B1 (sh) |
| ES (2) | ES2254695T3 (sh) |
| HR (1) | HRP20031021B1 (sh) |
| IL (2) | IL159139A0 (sh) |
| MX (1) | MXPA03011627A (sh) |
| NO (1) | NO326135B1 (sh) |
| NZ (1) | NZ529906A (sh) |
| OA (1) | OA12628A (sh) |
| PL (2) | PL218777B1 (sh) |
| PT (1) | PT1632490E (sh) |
| RS (1) | RS50868B (sh) |
| SI (2) | SI1632490T1 (sh) |
| WO (1) | WO2002102796A1 (sh) |
| ZA (1) | ZA200309307B (sh) |
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 |
| NZ584193A (en) * | 2007-09-28 | 2011-07-29 | Avexa Ltd | 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 |
| EP0560794B1 (en) * | 1990-11-13 | 1996-09-18 | Biochem Pharma Inc | Substituted 1,3-oxathiolanes 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 |
| EP1104415B1 (en) | 1998-08-12 | 2004-11-10 | Gilead Sciences, Inc. | Method of manufacture of 1,3-oxathiolane nucleosides |
-
2002
- 2002-06-14 EP EP05017130A patent/EP1632490B1/en not_active Expired - Lifetime
- 2002-06-14 SI SI200230631T patent/SI1632490T1/sl unknown
- 2002-06-14 PL PL401835A patent/PL218777B1/pl unknown
- 2002-06-14 US US10/170,418 patent/US7109334B2/en not_active Expired - Fee Related
- 2002-06-14 AT AT05017130T patent/ATE370945T1/de active
- 2002-06-14 IL IL15913902A patent/IL159139A0/xx unknown
- 2002-06-14 ES ES02742572T patent/ES2254695T3/es not_active Expired - Lifetime
- 2002-06-14 KR KR1020037016301A patent/KR100832617B1/ko not_active Expired - Fee Related
- 2002-06-14 EA EA200400042A patent/EA006372B1/ru not_active IP Right Cessation
- 2002-06-14 AU AU2002344862A patent/AU2002344862C1/en not_active Ceased
- 2002-06-14 PT PT05017130T patent/PT1632490E/pt unknown
- 2002-06-14 CN CNB028159624A patent/CN1297553C/zh not_active Expired - Fee Related
- 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 ES ES05017130T patent/ES2293445T3/es not_active Expired - Lifetime
- 2002-06-14 DK DK05017130T patent/DK1632490T3/da active
- 2002-06-14 HR HR20031021A patent/HRP20031021B1/xx not_active IP Right Cessation
- 2002-06-14 SI SI200230273T patent/SI1406896T1/sl unknown
- 2002-06-14 PL PL366907A patent/PL215267B1/pl unknown
- 2002-06-14 DE DE60222031T patent/DE60222031T2/de not_active Expired - Lifetime
- 2002-06-14 OA OA1200300329A patent/OA12628A/en unknown
- 2002-06-14 DK DK02742572T patent/DK1406896T3/da active
- 2002-06-14 EP EP02742572A patent/EP1406896B8/en not_active Expired - Lifetime
- 2002-06-14 DE DE60208202T patent/DE60208202T2/de not_active Expired - Lifetime
- 2002-06-14 JP JP2003506269A patent/JP4542776B2/ja not_active Expired - Fee Related
- 2002-06-14 AT AT02742572T patent/ATE313542T1/de active
- 2002-06-14 AP APAP/P/2003/002948A patent/AP1559A/en active
- 2002-06-14 CA CA2449338A patent/CA2449338C/en not_active Expired - Fee Related
- 2002-06-14 RS YUP-975/03A patent/RS50868B/sr unknown
- 2002-06-14 WO PCT/CA2002/000899 patent/WO2002102796A1/en not_active Ceased
- 2002-06-14 BR BRPI0210444-0A patent/BRPI0210444B1/pt unknown
- 2002-06-14 BR BR0210444-0A patent/BR0210444A/pt not_active IP Right Cessation
-
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
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PL392726A1 (pl) | Nowe związki pośrednie do syntezy związków triazolopirymidyny oraz sposób ich wytwarzania | |
| ECSP077317A (es) | Procedimiento para producir derivados de amina opticamente activos | |
| WO2005014609A3 (en) | Method of producing a highly stereoregular phosphorus atom-modified nucleotide analogue | |
| DE69108014D1 (de) | Verfahren zur herstellung von nucleosiden und ihre analogen. | |
| AU2001237347A1 (en) | Synthesis of 3,6-dialkyl-5,6-dihydro-4-hydroxy-pyran-2-one | |
| WO2005049614A3 (en) | Processes for preparing tetrahydrobiopterin, and analogs of tetrahydrobiopterin | |
| YU97503A (sh) | Stereoselektivni postupak za dobijanje nukleozidnih analoga | |
| WO2005095627A3 (en) | Method for producing purine nucleosides and nucleotides by fermentation using bacterium belonging to the genus bacillus or escherichia | |
| MXPA06000162A (es) | Sintesis de ?-l-2-desoxinucleosidos. | |
| CA2333192A1 (en) | Synthesis of 3,6-dialkyl-5,6-dihydro-4-hydroxy-2h-pyran-2-one | |
| DK1346026T3 (da) | Mikroorganisme, der producerer 5'inosinsyre, og fremgangsmåde til produktion af 5'inosinsyre under anvendelse af denne | |
| BR0213814A (pt) | Processos para a fabricação de 3-hidroxi-n, 1,6-trialquil-4-oxo-1, 4-diidro piridino-2-carboxamida | |
| DE60102008D1 (de) | Herstellungsverfahren für ein bekanntes terazolderivat | |
| ATE252543T1 (de) | Verfahren zur herstellung chiraler (s)-2,3- disubstituierter 1-propylamin-derivate | |
| GB0417063D0 (en) | Process for the preparation of optically-active compounds | |
| ATE305978T1 (de) | Verfahren zur reinigung von s-adenosyl-l- methionin und zur herstellung von pharmazeutisch verträglichen salzen davon | |
| ATE496054T1 (de) | Verfahren zur herstellung von 1,3-dioxolan- nucleosiden | |
| AU3605199A (en) | Process for the production of purine derivatives | |
| ATE548366T1 (de) | Verfahren zur herstellung von dioxolan nukleosidanalogavorstufen | |
| AR027687A1 (es) | Procedimiento para preparar camptotecina | |
| PT1169297E (pt) | Processo para a producao de serinol | |
| DE60314904D1 (de) | Verfahren zur herstellung von chinoloncarboxylat-derivaten | |
| Edstrom et al. | Total synthesis of 2′-deoxycadeguomycin, a new pyrrolo [2, 3-d] pyrimidine nucleotide analogue | |
| Kawakami et al. | Stereoselectivities in the coupling reactions between 2-deoxyribose derivative and silylated adenine | |
| SE9802939D0 (sv) | New process |