tetrahydrofuran-4-methylidene-3-ol | 390381-85-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: tetrahydrofuran-4-methylidene-3-ol
• 英文别名: 4-Methylenetetrahydrofuran-3-ol；4-methylideneoxolan-3-ol
• CAS: 390381-85-8
• 化学式: C₅H₈O₂
• 分子量: 100.117
• InChiKey: UYNNDGRREXXGBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetrahydrofuran-4-methylidene-3-ol 在 吡啶 、 四氧化锇 、 sodium methylate 、 N-甲基吗啉氧化物 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 73.0h， 生成 Benzoic acid (3R,4S)-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-methanesulfonyloxy-tetrahydro-furan-3-ylmethyl ester
  参考文献：
  名称：

  Nucleosides with furanyl scaffolds

  摘要：

  Synthesis of purine and pyrimidine nucleosides with furanyl scaffolds is described. The 2-functionalized tetrahydrofuranol derivatives 12 and 15 were coupled with nucleobases through the Mitsunobu reaction. The methodology developed is general and can also be applied for an efficient synthesis of apionucleosides. In addition, the methodology was used for the synthesis of the unsaturated purine nucleoside 22. However, when the elimination reaction used to produce 22 was applied to the pyrimidine case, the stable anhydro compound 24 was produced. The structures of 18 and 22 were confirmed by single-crystal X-ray data. Antiviral evaluation was performed. 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00430-1
• 作为产物：
  描述：

  3,4-环氧四氢呋喃 在 正丁基锂 、 水 作用下， 生成 tetrahydrofuran-4-methylidene-3-ol
  参考文献：
  名称：

  WO2008/11072

  摘要：

  公开号：

文献信息

• Pyridopyrimidines used as Plk1 (polo-like kinase) inhibitors
  申请人：4SC AG

  公开号：EP2100894A1

  公开（公告）日：2009-09-16

  The invention relates to pyridopyrimidinone compounds according to formula (I), wherein the substituents and symbols are as defined in the description. The compounds are inhibitors of Plk1.

  本发明涉及根据式(I)的吡啶并嘧啶酮化合物，其中所述取代基和符号如说明书中所定义。这些化合物是Plk1的抑制剂。
• Novel Conversion of 1,2-Disubstituted <i>cis</i>-Epoxides to One-Carbon Homologated Allylic Alcohols Using Dimethylsulfonium Methylide
  作者：Lilian Alcaraz、Andrew Cridland、Elizabeth Kinchin

  DOI：10.1021/ol016782y

  日期：2001.12.1

  [GRAPHICS]The treatment of cis-epoxides with an excess of dimethylsulfonium methylide affords one-carbon homologated allylic alcohols in good to excellent yields.
• WO2008/11072
  申请人：——

  公开号：——

  公开（公告）日：——
• Nucleosides with furanyl scaffolds
  作者：Sanjib Bera、Vasu Nair

  DOI：10.1016/s0040-4020(02)00430-1

  日期：2002.6

  Synthesis of purine and pyrimidine nucleosides with furanyl scaffolds is described. The 2-functionalized tetrahydrofuranol derivatives 12 and 15 were coupled with nucleobases through the Mitsunobu reaction. The methodology developed is general and can also be applied for an efficient synthesis of apionucleosides. In addition, the methodology was used for the synthesis of the unsaturated purine nucleoside 22. However, when the elimination reaction used to produce 22 was applied to the pyrimidine case, the stable anhydro compound 24 was produced. The structures of 18 and 22 were confirmed by single-crystal X-ray data. Antiviral evaluation was performed. 2002 Elsevier Science Ltd. All rights reserved.