HUP0003984A2 - Eljárás karbociklusos klórpurin nukleozid analógok előállítására - Google Patents
Eljárás karbociklusos klórpurin nukleozid analógok előállításáraInfo
- Publication number
- HUP0003984A2 HUP0003984A2 HU0003984A HUP0003984A HUP0003984A2 HU P0003984 A2 HUP0003984 A2 HU P0003984A2 HU 0003984 A HU0003984 A HU 0003984A HU P0003984 A HUP0003984 A HU P0003984A HU P0003984 A2 HUP0003984 A2 HU P0003984A2
- Authority
- HU
- Hungary
- Prior art keywords
- formula
- compound
- synthesis
- carbocyclyc
- hydrogen atom
- Prior art date
Links
- 230000015572 biosynthetic process Effects 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000003786 synthesis reaction Methods 0.000 title abstract 2
- JBMBVWROWJGFMG-UHFFFAOYSA-N 2-chloro-7h-purine Chemical compound ClC1=NC=C2NC=NC2=N1 JBMBVWROWJGFMG-UHFFFAOYSA-N 0.000 title 1
- 229940127073 nucleoside analogue Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 5
- 239000002253 acid Substances 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- 239000013067 intermediate product Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- MCGSCOLBFJQGHM-SCZZXKLOSA-N abacavir Chemical compound C=12N=CN([C@H]3C=C[C@@H](CO)C3)C2=NC(N)=NC=1NC1CC1 MCGSCOLBFJQGHM-SCZZXKLOSA-N 0.000 abstract 1
- 229960004748 abacavir Drugs 0.000 abstract 1
- -1 carbocyclic chloropurine nucleoside Chemical class 0.000 abstract 1
- 239000008139 complexing agent Substances 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000002777 nucleoside Substances 0.000 abstract 1
- 239000002798 polar solvent Substances 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 238000006798 ring closing metathesis reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D473/00—Heterocyclic compounds containing purine ring systems
- C07D473/40—Heterocyclic compounds containing purine ring systems with halogen atoms or perhalogeno-alkyl radicals directly attached in position 2 or 6
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
A találmány tárgya új eljárás az (I) képletű karbociklusos klór-purin-nukleozid analógok, ezek sói és gyógyászatilag elfogadható származékaielőállítására. A találmány értelmében úgy járnak el, hogy valamely(IV) általános képletű vegyületet - a képletben P jelentésevédőcsoport - hidrolizálnak egy sav jelenlétében, az in situ képződött(V) képletű vegyületet egy bázis jelenlétében valamely (VI) általánosképletű vegyülettel - a képletben R jelentése formilcsoport vagyhidrogénatom - kondenzálják egy poláros oldószerben, majd egy ígykapott (VII) általános képletű köztiterméket - a képletben R jelentéseformilcsoport vagy hidrogénatom - in situ gyűrűzárásnak vetnek alá, ésvégül adott esetben az így kapott (I) képletű vegyületet egy savvalvagy komplexképző szerrel reagáltatják sója vagy komplexe előállításacéljából. Az (I) általános képletű vegyületek az abacavirszintézisének köztitermékei. Ó
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9721780.6A GB9721780D0 (en) | 1997-10-14 | 1997-10-14 | Process for the synthesis of chloropurine intermediates |
| PCT/GB1998/003080 WO1999019327A1 (en) | 1997-10-14 | 1998-10-14 | Process for the synthesis of chloropurine intermediates |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| HUP0003984A2 true HUP0003984A2 (hu) | 2001-04-28 |
| HUP0003984A3 HUP0003984A3 (en) | 2002-12-28 |
Family
ID=10820547
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU0003984A HUP0003984A3 (en) | 1997-10-14 | 1998-10-14 | Process for synthesis of carbocyclyc chloropurine nucleoside analogues |
Country Status (44)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SK284596B6 (sk) | 1997-11-27 | 2005-07-01 | Lonza Ag | Spôsob výroby (1S,4R)- alebo (1R,4S)-4-(2-amino-6-chlór-9-H- purin-9-yl)-2-cyklopentén-1-metanolu alebo jeho solí |
| FR2849030A1 (fr) * | 2002-12-20 | 2004-06-25 | Isochem Sa | Procede de preparation des n-(2-amino-4, 6-dihalogenopyrimidin-5-yl) formamides |
| GB0320738D0 (en) | 2003-09-04 | 2003-10-08 | Glaxo Group Ltd | Novel process |
| CN100465174C (zh) * | 2006-06-13 | 2009-03-04 | 中国科学院上海有机化学研究所 | 制备光学纯阿巴卡韦的方法 |
| KR101109476B1 (ko) * | 2009-06-26 | 2012-01-31 | 현대제철 주식회사 | 실린더 교체용 지그장치 |
| ES2670811T3 (es) | 2010-01-27 | 2018-06-01 | Viiv Healthcare Company | Terapia antivírica |
| CN104672239A (zh) * | 2013-11-26 | 2015-06-03 | 上海迪赛诺化学制药有限公司 | 一种采用一锅法制备阿巴卡韦式v中间体的工艺 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4268672A (en) * | 1977-02-09 | 1981-05-19 | The Regents Of The University Of Minnesota | Adenosine deaminase resistant antiviral purine nucleosides and method of preparation |
| JPS6175A (ja) * | 1984-03-06 | 1986-01-06 | ブリストル−マイア−ズ コムパニ− | 神経弛緩剤、１‐フルオロフェニルブチル‐４‐（５‐ハロ‐２‐ピリミジニル）ピペラジン誘導体 |
| NZ227663A (en) | 1988-01-20 | 1990-09-26 | Univ Minnesota | Purine nucleoside analogues, pyrimidine derivatives and pharmaceutical compositions |
| US5631370A (en) * | 1988-01-20 | 1997-05-20 | Regents Of The University Of Minnesota | Optically-active isomers of dideoxycarbocyclic nucleosides |
| NZ229453A (en) * | 1988-06-10 | 1991-08-27 | Univ Minnesota & Southern Rese | A pharmaceutical composition containing purine derivatives with nucleosides such as azt, as antiviral agents |
| GB8815265D0 (en) * | 1988-06-27 | 1988-08-03 | Wellcome Found | Therapeutic nucleosides |
| MY104575A (en) * | 1989-12-22 | 1994-04-30 | The Wellcome Foundation Ltd | Therapeutic nucleosides. |
| US5126452A (en) * | 1990-04-06 | 1992-06-30 | Glaxo Inc. | Synthesis of purine substituted cyclopentene derivatives |
| US5329008A (en) * | 1993-04-07 | 1994-07-12 | Glaxo Inc. | Synthesis of a 3,4-dihydroxy-1-cyclopentanylpurinone |
| GB9402161D0 (en) * | 1994-02-04 | 1994-03-30 | Wellcome Found | Chloropyrimidine intermediates |
| SK285228B6 (sk) * | 1997-05-13 | 2006-09-07 | Lonza Ag | Spôsob výroby racemického alebo opticky aktívnehoderivátu 4-(hydroxymetyl)-2-cyklopenténu a racemicky N-butyryl-1-amino-4- (hydroxymetyl)-2-cyklopentén |
-
1997
- 1997-10-14 GB GBGB9721780.6A patent/GB9721780D0/en not_active Ceased
-
1998
- 1998-10-12 PE PE1998000960A patent/PE121899A1/es not_active IP Right Cessation
- 1998-10-13 MA MA25292A patent/MA24676A1/fr unknown
- 1998-10-13 CO CO98059323A patent/CO4980899A1/es unknown
- 1998-10-13 ZA ZA9809338A patent/ZA989338B/xx unknown
- 1998-10-13 MY MYPI98004673A patent/MY127470A/en unknown
- 1998-10-13 EG EG124098A patent/EG21730A/xx active
- 1998-10-13 IN IN1821CA1998 patent/IN184590B/en unknown
- 1998-10-13 AR ARP980105097A patent/AR014921A1/es active IP Right Grant
- 1998-10-14 AU AU95476/98A patent/AU738462B2/en not_active Expired
- 1998-10-14 EP EP98949093A patent/EP1023292B1/en not_active Expired - Lifetime
- 1998-10-14 RS YUP-202/00A patent/RS49710B/sr unknown
- 1998-10-14 ES ES98949093T patent/ES2205553T3/es not_active Expired - Lifetime
- 1998-10-14 ID IDW20000707A patent/ID24927A/id unknown
- 1998-10-14 AT AT98949093T patent/ATE249461T1/de active
- 1998-10-14 GE GEAP19985300A patent/GEP20022679B/en unknown
- 1998-10-14 DK DK98949093T patent/DK1023292T3/da active
- 1998-10-14 SK SK536-2000A patent/SK285331B6/sk not_active IP Right Cessation
- 1998-10-14 BR BRPI9813048-0A patent/BR9813048B1/pt not_active IP Right Cessation
- 1998-10-14 IL IL13532398A patent/IL135323A/en not_active IP Right Cessation
- 1998-10-14 DE DE69818084T patent/DE69818084T2/de not_active Expired - Lifetime
- 1998-10-14 JP JP2000515898A patent/JP4531250B2/ja not_active Expired - Lifetime
- 1998-10-14 PL PL98339904A patent/PL188477B1/pl unknown
- 1998-10-14 US US09/529,385 patent/US6646125B1/en not_active Expired - Lifetime
- 1998-10-14 NZ NZ503679A patent/NZ503679A/xx not_active IP Right Cessation
- 1998-10-14 CZ CZ20001367A patent/CZ294482B6/cs not_active IP Right Cessation
- 1998-10-14 EA EA200000318A patent/EA003183B1/ru not_active IP Right Cessation
- 1998-10-14 WO PCT/GB1998/003080 patent/WO1999019327A1/en active IP Right Grant
- 1998-10-14 PT PT98949093T patent/PT1023292E/pt unknown
- 1998-10-14 TR TR2000/00976T patent/TR200000976T2/xx unknown
- 1998-10-14 CA CA002306958A patent/CA2306958C/en not_active Expired - Lifetime
- 1998-10-14 KR KR1020007003921A patent/KR100543845B1/ko not_active IP Right Cessation
- 1998-10-14 TW TW087117057A patent/TW436488B/zh not_active IP Right Cessation
- 1998-10-14 CN CNB988121522A patent/CN1160354C/zh not_active Expired - Lifetime
- 1998-10-14 UA UA2000031789A patent/UA54550C2/uk unknown
- 1998-10-14 AP APAP/P/2000/001790A patent/AP1182A/en active
- 1998-10-14 EE EEP200000162A patent/EE04059B1/xx unknown
- 1998-10-14 HU HU0003984A patent/HUP0003984A3/hu unknown
-
2000
- 2000-03-28 IS IS5423A patent/IS2195B/is unknown
- 2000-04-07 OA OA1200000101A patent/OA11370A/en unknown
- 2000-04-12 NO NO20001896A patent/NO325030B1/no not_active IP Right Cessation
- 2000-04-14 HR HR980147A patent/HRP20000216B1/xx not_active IP Right Cessation
- 2000-04-18 BG BG104352A patent/BG64597B1/bg unknown
- 2000-11-02 HK HK00106983A patent/HK1027807A1/xx not_active IP Right Cessation
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA9A | Lapse of provisional patent protection due to relinquishment or protection considered relinquished |