2-<1,2-O-(1-methylethylidene)-1,2-dihydroxyethyl>furan | 19377-76-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-<1,2-O-(1-methylethylidene)-1,2-dihydroxyethyl>furan
• 英文别名: 4-furan-2-yl-2,2-dimethyl-[1,3]dioxolane；4-(2-Furanyl)-2,2-dimethyl-1,3-dioxolane；4-(furan-2-yl)-2,2-dimethyl-1,3-dioxolane
• CAS: 19377-76-5
• 化学式: C₉H₁₂O₃
• 分子量: 168.192
• InChiKey: ORPOYSWGYYEGGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  31.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,4-anhydro-2-deoxy-5,6-O-(1-methylethylidene)-D-xylo-hex-1-enitol 在 2,6-二甲基吡啶 、 1,3-dimethyl-2-thiophthalimidobarbituric acid 、 3 A molecular sieve 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-<1,2-O-(1-methylethylidene)-1,2-dihydroxyethyl>furan
  参考文献：
  名称：

  The Synthesis and Biological Evaluation of Novel Bridging Nucleoside Analogues

  摘要：

  Novel bridging nucleoside analogues were prepared by cycloaddition reactions between pyranose glycals and barbiturate-derived, reactive thionoimides in modest yields. In all of the reactions conducted, the major cycloadducts obtained were the bottom faced adducts resulting from endo addition to the glycal. The adducts were stable to a variety of acidic reaction conditions and several of the compounds showed moderate activities against HIV-1 in primary human lymphocytes. One compound displayed anti-herpes simplex virus type-1 activity in Vero cells. Cytotoxicity measurements were also obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00278-4

文献信息

• Stereocontrolled palladium(II)-mediated coupling of furanoid glycals with a pyrimidinylmercuric salt: facile C-nucleoside syntheses
  作者：Uli Hacksell、G. Doyle Daves

  DOI：10.1021/jo00165a017

  日期：1983.8
• The Synthesis and Biological Evaluation of Novel Bridging Nucleoside Analogues
  作者：Cecilia H. Marzabadi、Richard W. Franck、Raymond F. Schinazi

  DOI：10.1016/s0968-0896(01)00278-4

  日期：2002.2

  Novel bridging nucleoside analogues were prepared by cycloaddition reactions between pyranose glycals and barbiturate-derived, reactive thionoimides in modest yields. In all of the reactions conducted, the major cycloadducts obtained were the bottom faced adducts resulting from endo addition to the glycal. The adducts were stable to a variety of acidic reaction conditions and several of the compounds showed moderate activities against HIV-1 in primary human lymphocytes. One compound displayed anti-herpes simplex virus type-1 activity in Vero cells. Cytotoxicity measurements were also obtained. (C) 2001 Elsevier Science Ltd. All rights reserved.