HUE031637T2 - Eljárás N-[(2'R)-2'-deoxi-2'-fluor-2'-metil-P-fenil-5'-uridilil]-L-alanin 1-metiletil észter elõállítására - Google Patents
Eljárás N-[(2'R)-2'-deoxi-2'-fluor-2'-metil-P-fenil-5'-uridilil]-L-alanin 1-metiletil észter elõállítására Download PDFInfo
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- A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
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- A61K31/7072—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines having oxo groups directly attached to the pyrimidine ring, e.g. cytidine, cytidylic acid having two oxo groups directly attached to the pyrimidine ring, e.g. uridine, uridylic acid, thymidine, zidovudine
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- A61K31/716—Glucans
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- A61P3/00—Drugs for disorders of the metabolism
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- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
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- 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
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/22—Amides of acids of phosphorus
- C07F9/24—Esteramides
- C07F9/2404—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic
- C07F9/242—Esteramides the ester moiety containing a substituent or a structure which is considered as characteristic of hydroxyaryl compounds
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- C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
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- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
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- 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
Claims (5)
- Szabadalmi igénypontok1. Éljárás képiét 4 által reprezentált vegyidet, vagy araiak foszforai apú diasztereomere előállítására:ahol P* királis íbszíbratorn, és· ahol. foszforatapw diasztereomert képlei Rv~4 vagy éV-4 reprezentálja:•amely tartalmazza : a) izopropil-akmáí, A, di-XMénüibszfót, B. 2'-deoxi-2'“fîuoT-2*-C-meltl«ridm, 3, és bázis reagáltatását, hogy első keverékei nyerjünk. amely tartalmazza 4-eí vagy annak íoiszforalapú •diasztereomerét;,ahol X sav konjugált bázisa, n 0 vagy 1, és X' halogén b) az első keverék reagál tatását védő vegyiifettel, bogy második keverékei nyerjünk, amely tartalmazza 4-eí, vagy annak foszforaîapû diasztereomerét, ahol a védő vegyület ki van választva t-butildimetilszili! védő vegyület és dimetoxítnlénílraetil védő vegyület közül; és ej opcionálisan második keverék opcionálisan alávetése kristályosításnak, ktomalográllának. vagy kivonásnak, hogy 4-et nyerjünk, vagy annak foszlbralapú diasztereomerét.
- 2. Az 1. igénypont szerinti eljárás, ahol X klorid és ti Ιο, A 2, igénypont szerinti eljárás, ahol A vízmentes,
- 4. Az 1, igénypont szmnti eljárás, ahol a bázis N-nieiilimiciazol.
- 5. Az 1, igénypont szerinti eljárás, ahol az A-B-3 mól arány 1,6-1,3-1.
- 6. Az 1. igénypont szerinti eljárás, ahol a. védovegyüiet t-biiíikhmehkziiil klorid. % Az 1. igénypont szerinti eljárás,, ahol a vegyület .R?-4:8. .A.7..igénypenlszermti.eíjárá&ahokX kioridês·« I. 9. A 7, igénypont .szerinti eljárás,. ahol A vízmentes, ifi. A 7. Igénypont szerinti eljárás, ahol a bázis: KoneíiKiHÍdazoi. i 1. A 7, igénypont szerinti eljárás, ahol az A-R-3 nu>! arány j ,6- i 3- !. 12. A 7. igénypont szerinti eljárás, ahol védövegyüiet í-bmiidinietííszilííklond. 13. Λ ?. igénypont szerinti eljárás, ahoi Rv~4 kristályos, amely továbbá tartalmazza: d) a második keverék vagy a tisztított J?{<-4 oldásai: vagy szuszpendálását oldószerben; e) amelyet opcionálisan oltás kristályos fip-A-ei követ; és: fi elegendő atttiokószor'hozzáadását, kegy kristályos nyerjünk, 14. A» 1. igénypont szerinti eljárás, ahol & vágyóiét ök-4::u: 1.5; A 14. igénypont szerinti eljárás, ahol X kiorid és n k 16. A 14. igénypont szerinti eljárás, ahol A vízmentes. 17. Λ 14. igénypont szerinti eljárás, ahol a bázis N-meíilimídazoi. 15. A 14. igénypont szerinti eljárás, ahol az A-B-3 mól arány l,6-1,3-1, 19. Λ 14, igénypont szerinti eljárás, ahol a védövegyíílet t-butildimetihzdil kiorid. 20. A 14, igénypont szerinti eljárás, ahol az .V{.-4 kristályos, amely továbbá tartalmazza: dí a második keverék vagy a tisztított ,Vf.-4 feloldását vagy szaszpendálásáí oldószerben, amelyet: oltás követ kristályos: <V4-«Í szobahőmérsékleten; e) <dsö szilárd anyag begyűjtését, amelynek többsége tartalmaz áV-4~et; 1} az első szilárd anyag oldását vagy sz&szpendáiását oldószerben relhtx hőmérsékletén; és g) hütest vagy antíokiószer hozzádását, hogy második szilárd anyagot nyerjünk. 21. A 14. igénypont szerinti eljárás, ahol az $\>-4 kristályos, amely továbbá tartalmazza: d) a második keverék vagya tisztított ,Vs-4 oldását vagy szuszpandáíását első oklószerben, amelyet antioldószcr hozzáadása követ, hogy első kompozícmt nyerjünk* amelyben a maradék oklőszer.'antiokiószet d vart távoíhvada.kaiitálássak bogy maradékot nyerjünk: <) a maradék kezdését oldattal, amely tartalmazza az: első oldószert és anhoidószett. hogy második kompozíciót nyerjünk, miáltal a nyomás csökkentésével első szilárd anyagot nyerünk: í) az első szilárd anyag Moldvái vagy sszuszpendáíásái második oldószer felhasználásával, hogy harmadik kompoz ie töt. nyerj Sok; g) Ó>-4 oltóktisiályának hozzáadásai a harmadik kompozícióhoz; h j második szilárd anyag begyülissét; l) a második szilárd anyag feloldását vagy »mszpendálását harmadik oldószer»«», opcionálisan felmelegítve a harmadik oldószer reflux hőmérsékletére, hogy negyedik kompozíciói nyerjünk, és ha szükséges j) negyedik kompozíció nihésél, hogy harmadik szilárd anyagos nyerjünk:, amely tartalmaz Ó>--4-,et. amely szűréssel van begyüjtve·. 22. A 14, igénypont szerinti eljárás, ahol az ó>4 kristályos, amely továbbá tartalmazza: d) szilikagé; adását a második keverékhez vagy a harmadik keverékhez, amelyet oldószer párologtatás követ, hogy szánsz, iszapot nyerjünk: e) keverjük a száraz iszapot első oldószer/antioldószer kombinációban, hogy első nedves iszapot nyerjünk; ij dekamái jak az- első oídó.szer;'aonoldószer kombinációt síz első nedves iszaptól, hogy második nedves iszapot és első .kompozíciót nyerjük: g> a második nedves iszaphoz második oldószer/anlioidószer kombinációt adunk, amelyet keverés követ; h) dekantáfjuk a második oldószer/atttioklöszer kombinációt sí második nedves iszaptól. hogy harmadik, nedves iszapot és második kompozíciót nyerjük: i) opcionálisan megismételjük a g)-h) lépéseket a harmadik nedves iszapon vagy további nedves iszapokon: i) elpárologtatjuk az oldószert a második kompozícióból, és opcionálisán bármely további kompozícióból, amelyet az opcionális i) lépésből kaptunk, hogy első szilárd anyagot nyerjünk: kj feloldjuk vagy szoszpendáljuk az első szilárd anyagot oldószerben, amely tartalmaz harmadik oldószert és opcionálisan negyedik oldószert, hogy harmadik kompozíciót nyerjünk; 1} opcionálisan ÓV-4 oltókristáiyát adjuk a harmadik kompozícióhoz: m) a harmadik kompozléiéből második szilárd anyagot nyerünk, amely tartalmaz ,S>- 4 -et; és n) opcionálisan újrakristáiyositjuk a második szilárd anyagot, felhasználva harmadik- oldószert, hogy harmadik szilárd anyagot nyerjünk, amely tartalmaz &V-4~et.
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CN (4) | CN102459299B (hu) |
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CA (5) | CA2763151A1 (hu) |
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CO (1) | CO6470789A2 (hu) |
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IL (3) | IL216492A (hu) |
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JP5793084B2 (ja) | 2008-12-23 | 2015-10-14 | ギリアド ファーマセット エルエルシー | プリンヌクレオシドの合成 |
BRPI0922508A8 (pt) | 2008-12-23 | 2016-01-19 | Pharmasset Inc | Análogos de nucleosídeo |
US8618076B2 (en) | 2009-05-20 | 2013-12-31 | Gilead Pharmasset Llc | Nucleoside phosphoramidates |
TWI598358B (zh) * | 2009-05-20 | 2017-09-11 | 基利法瑪席特有限責任公司 | 核苷磷醯胺 |
US7973013B2 (en) * | 2009-09-21 | 2011-07-05 | Gilead Sciences, Inc. | 2'-fluoro substituted carba-nucleoside analogs for antiviral treatment |
DK2480559T3 (da) | 2009-09-21 | 2013-08-05 | Gilead Sciences Inc | Fremgangsmåder og mellemprodukter til fremstillingen af 1'-cyano-carbanukleosid-analoger |
US8455451B2 (en) | 2009-09-21 | 2013-06-04 | Gilead Sciences, Inc. | 2'-fluoro substituted carba-nucleoside analogs for antiviral treatment |
US8563530B2 (en) | 2010-03-31 | 2013-10-22 | Gilead Pharmassel LLC | Purine nucleoside phosphoramidate |
CN102858790A (zh) * | 2010-03-31 | 2013-01-02 | 吉利德制药有限责任公司 | 核苷氨基磷酸酯 |
JP5872539B2 (ja) * | 2010-03-31 | 2016-03-01 | ギリアド ファーマセット エルエルシー | プリンヌクレオシドホスホルアミダート |
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