CAS: 64183-27-3; (2R,3R,4R,5R)-5-(6-Amino-9H-Purin-9-yl)-4-Fluoro-2-(Hydroxymethyl)Tetrahydrofuran-3-Ol

化学文摘社编号64183-27-3独特识别了化学数据库中的这种化合物,促进了研究和开发努力.总的来说,它的独特特性使它成为生物化学和药物开发领域的宝贵化合物.

结构式图片

相似化合物

20227-41-2 123318-82-1 958-09-8

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2'-Deoxy-2'-fluoro-3',5'-di-O-benzyladenosine adenine 2'-deoxy-2'-fluorouridine N-(9-((2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-6-yl)benzamide 2'-deoxy-2'-fluoroadenosine 5'-monophosphate (2R,3R,4R,5R)-5-(6-Amino-purin-9-yl)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-fluoro-tetrahydro-furan-3-ol 8-phenyl-2'-fluoro-2'-deoxyadenosine

合成工艺路线路线简述

    6-氯嘌呤核苷置于吡啶,咪唑,4-二甲氨基吡啶,二乙胺基三氟化硫,四丁基氟化铵,氨,4-甲基苯磺酸吡啶,对甲苯磺酸,溶剂黄146,三乙胺体系中,用 四氢呋喃,甲醇,乙醇,二氯甲烷,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 20.67H,反应生成 2'-氟-2'-脱氧腺苷
    参考文献:Synthesis And Anti-Hiv Activity Of 6-Substituted Purine 2'-Deoxy-2'-Fluororibosides
    标题:Synthesis And Anti-Hiv Activity Of 6-Substituted Purine 2'-Deoxy-2'-Fluororibosides
    摘要:3',5'-Di-O-Protected 6-Chloropurine Arabinoside 4B Was Treated With Diethylaminosulfur Trifluoride (Dast) And Subsequently Deprotected With Pyridinium P-Toluenesulfonate To Give 6-Chloropurine 2'-Deoxy-2'-Fluororiboside 6A. The Displacement With Nucleophile Afforded The 6-Substituted Congener 6B-E. Treatment Of 5'-O-Protected 6-Chloropurine Arabinoside 3C With Dast Gave Lyxo-Epoxide 7.
    DOI:10.1080/15257779408013260

    海关参考信息

    专利信息


    专利号:US-11858953-B2
    优先权日:2018-04-04
    标 题:Compositions and methods for synthesis of phosphorylated molecules
    发明人:CHAPUT JOHN; LIAO JEN-YU; BALA SAIKAT
    权利人:UNIV CALIFORNIA
    摘要:The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.

    专利号:US-2020239921-A1
    优先权日:2016-02-03
    标 题 :Chemoenzymatic synthesis of s-nucleosyl amino acids (sna), analogs of s-adenosyl-l-methionine and s-adenosyl-l- homocysteine and uses thereof
    发明人:BURGOS EMMANUEL SEBASTIEN; SHECHTER DAVID
    权利人:ALBERT EINSTEIN COLLEGE MEDICINE
    摘要:Disclosed are methods for chemoenzymatic synthesis of S-Nucleosyl Amino acid probes (SNA), analogs of S-adeno-syl-L-methionine and S-adenosyl-L-homo-cysteine, analogs synthesized by the methods, and uses thereof.

    专利号:US-2025197439-A1
    优先权日:2022-03-18
    标 题:Decarboxylative acetoxylation using mn(ii) or mn(iii) reagent for synthesis of 4'-acetoxy-nucleoside and use thereof for synthesis of corresponding 4'-(dimethoxyphosphoryl)methoxy-nucleotide
    发明人:VAGLE KURT EDRIC; BHADURI SAYANTAN; YANG GUOHAN
    权利人:DICERNA PHARMACEUTICALS INC
    摘要:The present invention relates to the preparation of nucleic acids, nucleosides, nucleotides, and analogues thereof useful as potent and stable RNA interference agents. The present invention provides improved yields and avoids the use of lead tetraacetate for decarboxylative acetylation which decreases the overall cost of production by removing the need for lead remediation and offers a significant reduction in the environmental costs in production.

    专利号:US-2024199680-A1
    优先权日:2021-04-02
    标 题:Synthesis of fluorinated cyclic dinucleotides
    发明人:AN CHIHUI; FIER PATRICK S; HIRAGA KAORI; LIU ZHIJIAN; MARSHALL NICHOLAS M; MCINTOSH JOHN; MILLER STEVEN P; MOORE JEFFREY C; MURPHY GRANT S; OBLIGACION JENNIFER V; PAN WEILAN; PENG FENG; SALEHI MARZIJARANI NASTARAN; WINSTON MATTHEW S
    权利人:MERCK SHARP & DOHME LLC
    摘要:The present invention relates to efficient processes useful in the preparation of fluorinated cyclic dinucleosides, such as [P(R)]-2′-deoxy-2′-fluoro-5′-O—[(R)-hydroxymercaptophosphinyl]-P-thio-β-D-arabino-adenylyl-(3′→5′)-3′-deoxy-3′-fluoroguanosine cyclic nucleotide, which is also known as (2R,5R,7R,8S,10R,12aR,14R,15S,15aR,16R)-7-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-14-(6-amino-9H-purin-9-yl)-15,16-difluoro-2, 10-bis(sulfanyl)octahydro-2H,10H, 12H-2λ 5 ,10λ 5 -5,8-methanofuro[3,2-1][1, 3,6,9,11,2,10]pentaoxadiphosphacyclotetradecine-2,10-dione. The present invention also encompasses intermediates useful in the disclosed synthetic processes and the methods of their preparation.

    专利号:US-7339051-B2
    优先权日:2003-04-28
    标题 :Compositions and methods for the treatment of severe acute respiratory syndrome (SARS)
    发明人:CROOKE STANLEY T; ECKER DAVID J; SAMPATH RANGARAJAN; FREIER SUSAN M; MASSIRE CHRISTIAN; HOFSTADLER STEVEN A; LOWERY KRISTIN SANNES; SWAYZE ERIC E; BAKER BRENDA F; BENNETT C FRANK
    权利人:ISIS PHARMACEUTICALS INC
    摘要:The present invention provides design and synthesis of oligomeric compounds and compositions that can be administered to reduce the activity of SARS virus in vivo or in vitro, to prevent or treat SARS virus-associated disease, to detect AARS virus, and to diagnose SARS virus-associated diseases.

    专利号:EP-4493568-A1
    优先权日:2022-03-18
    标 题 :Decarboxylative acetoxylation using mn(ii) or mn(iii) reagent for synthesis of 4'-acetoxy- nucleoside and use thereof for synthesis of corresponding 4'-(dimethoxyphosphoryl)methoxy- nucleotide
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    主要参考文献


    1: Hirashima S, Sugiyama H, Park S. Characterization of 2-Fluoro-2'-deoxyadenosine in Duplex, G-Quadruplex and i-Motif. Chembiochem. 2022 Jun 20;23(12):e202200222. doi: 10.1002/cbic.202200222. Epub 2022 May 9. 32(8):1041-1046. doi: 10.4014/jmb.2204.04041. Epub 2022 Jun 15.
    3: Parker WB, Allan PW, Hassan AE, Secrist JA 3rd, Sorscher EJ, Waud WR. Antitumor activity of 2-fluoro-2'-deoxyadenosine against tumors that express Escherichia coli purine nucleoside phosphorylase. Cancer Gene Ther. 2003 Jan;10(1):23-9. doi: 10.1038/sj.cgt.7700520.

    合成参考文献


    摘要:Liang, Y.; Wen, Z.; Cabrera, M.; Howlader, A. H.; Wnuk, S. F., Science of Synthesis Knowledge Updates, (2020) 1, 230.
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