[(3aR,5S,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]methanol | 69827-89-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3aR,5S,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]methanol
• CAS: 69827-89-0
• 化学式: C₉H₁₆O₅
• 分子量: 204.223
• InChiKey: JVVBLNMYPUNVOD-WCTZXXKLSA-N

物化性质

• 沸点：
  321.0±22.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(3aR,5S,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]methanol 在 吡啶 、 盐酸 作用下， 反应 19.0h， 生成
  参考文献：
  名称：

  SYNTHESIS OF 3′-DEOXY-3′-C-HYDROXYMETHYL ANALOGUES OF TIAZOFURIN AND RIBAVIRIN

  摘要：

  On the basis of potent biological activity of 3'-branched-3'-deoxynucleoside analogues, novel ribavirin and tiazofurin derivatives with 3'-C-hydroxymethyl substituent were synthesized, starting from D-xylose.

  DOI：

  10.1081/ncn-200059338
• 作为产物：
  描述：

  1,2:3,5-双-O-异亚丙基-alpha-D-呋喃木糖 在 盐酸 、 重铬酸吡啶 、 正丁基锂 、 硼烷 、 四丁基氟化铵 作用下， 以 乙酸酐 为溶剂， 生成 [(3aR,5S,6R,6aR)-5-(hydroxymethyl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]methanol
  参考文献：
  名称：

  SYNTHESIS OF NOVELD- ANDL-3′-DEOXY-3′-C-HYDROXYMETHYL NUCLEOSIDE WITH EXOCYCLIC METHYLENE AS POTENTIAL RIBONUCLEOTIDE REDUCTASE INHIBITOR

  摘要：

  D- and L-3'-Deoxy-3'-C-hydroxymethyl thymidine substituted with exocyclic methylene at 2'-position were synthesized, starting from D- and L-xylose as potential ribonucleotide reductase inhibitor, respectively, but they were found to be inactive against several tumor cell lines.

  DOI：

  10.1081/ncn-100002355

文献信息

• [EN] 3'-SUBSTITUTED METHYL OR ALKYNYL NUCLEOSIDES FOR THE TREATMENT OF HCV<br/>[FR] NUCLÉOSIDES MÉTHYLE OU ALCYNYLE SUBSTITUÉS EN POSITION 3 POUR LE TRAITEMENT DU VIRUS DE L'HÉPATITE C
  申请人：IDENIX PHARMACEUTICALS INC

  公开号：WO2015161137A1

  公开（公告）日：2015-10-22

  Provided herein are compounds, compositions and methods for the treatment of Flaviviridae infections, including HCV infections. In certain embodiments, compounds and compositions of nucleoside derivatives are disclosed, which can be administered either alone or in combination with other anti-viral agents. In certain embodiments, the compounds are 3'-substituted methyl or alkynyl nucleosides of Formula I: (I); or a pharmaceutically acceptable salt, solvate, stereoisomeric form, tautomeric form or polymorphic form thereof, wherein Base, PD, RA, RB1, RB2, RC and Z are as defined herein.

  本文提供了用于治疗黄病毒科感染的化合物、组合物和方法，包括HCV感染。在某些实施例中，披露了核苷衍生物的化合物和组合物，可以单独或与其他抗病毒药物联合使用。在某些实施例中，所述化合物是Formula I的3'-取代甲基或炔基核苷衍生物：(I)；或其药学上可接受的盐、溶剂化合物、立体异构体形式、互变异构体形式或多形形式，其中Base、PD、RA、RB1、RB2、RC和Z如本文所定义。
• NUCLEOSIDE ANALOGS FOR ANTIVIRAL TREATMENT
  申请人：Chen James M.

  公开号：US20100104532A1

  公开（公告）日：2010-04-29

  The invention provides unsaturated phosphonates of Formula I or a tautomer or pharmaceutically accepatble salt thereof, as described herein, as well as pharmaceutical compositions comprising the compounds, and therapeutic methods comprising administering the compounds. The compounds have anti-viral properties and are useful for treating viral infections (e.g. HCV) in animals (e.g. humans).

  本发明提供了公式I或其互变异构体或药学上可接受的盐的不饱和膦酸酯，以及包含这些化合物的制药组合物和包括给予这些化合物的治疗方法。这些化合物具有抗病毒性质，适用于治疗动物（如人类）的病毒感染（例如HCV）。
• Synthesis and Antiviral Evaluation of 2′,3′-Dideoxy-2′-fluoro-3′-<i>C</i>-hydroxymethyl-β-<scp>D</scp>-arabinofuranosyl Pyrimidine Nucleosides
  作者：Abdalla E. A. Hassan、Balakrina S. Pai、Stefania Lostia、Lieven Stuyver、Michael J. Otto、Raymond F. Schinazi、Kyoichi A. Watanabe

  DOI：10.1081/ncn-120022679

  日期：2003.10

  Abstract The synthesis and anti-HBV and anti-HIV activity of a number of 2′,3′-dideoxy-2′-fluoro-3′-C-hydroxymethyl-β-D-arabinofuranosyl pyrimidine nucleosides are reported.

  摘要报道了许多2'，3'-dideoxy-2'-fluoro-3'-C-羟甲基-β-D-阿拉伯呋喃糖基嘧啶核苷的合成，抗HBV和抗HIV活性。
• 3′-substituted methyl or alkynyl nucleosides nucleotides for the treatment of HCV
  申请人：IDENIX PHARMACEUTICALS LLC

  公开号：US10202411B2

  公开（公告）日：2019-02-12

  Provided herein are compounds, compositions and methods for the treatment of Flaviviridae infections, including HCV infections. In certain embodiments, compounds and compositions of nucleoside derivatives are disclosed, which can be administered either alone or in combination with other anti-viral agents. In certain embodiments, the compounds are 3′-substituted methyl or alkynyl nucleosides of Formula I: (I); or a pharmaceutically acceptable salt, solvate, stereoisomeric form, tautomeric form or polymorphic form thereof, wherein Base, PD, RA, RB1, RB2, RC and Z are as defined herein.

  本文提供了用于治疗黄病毒科感染（包括 HCV 感染）的化合物、组合物和方法。在某些实施方案中，公开了核苷衍生物的化合物和组合物，可单独使用或与其他抗病毒药物联合使用。在某些实施方案中，所述化合物为式I的3′-取代甲基或炔基核苷：(I)；或其药学上可接受的盐、溶液剂、立体异构体形式、同分异构体形式或多晶型形式，其中Base、PD、RA、RB1、RB2、RC和Z如本文所定义。
• Synthesis of oxetanocin
  作者：F.X. Wilson、G.W.J. Fleet、K. Vogt、Y. Wang、D.R. Witty、S. Choi、R. Storer、P.L. Myers、C.J. Wallis

  DOI：10.1016/s0040-4039(00)97210-1

  日期：1990.1