| 1250392-50-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡喃类
• CAS: 1250392-50-7
• 化学式: C₁₉H₂₆N₂O₇
• 分子量: 394.425
• InChiKey: XVPQXIUHSWAKRE-XDXWGPIZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.11
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  125.4
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  (-)-(3aS,7aS)-3-Methylenehexahydrobenzofuran-2(3H)-one 、 beta-胸苷 以 丙酮 为溶剂， 以10%的产率得到
  参考文献：
  名称：

  Chronic Actinic Dermatitis to Sesquiterpene Lactones: [2+2] Photoreaction Toward Thymidine of (+) and (−) α-Methylene-Hexahydrobenzofuranone with a cis Ring Junction

  摘要：

  Abstract(+) and (−) α‐methylene‐hexahydrobenzofuranone derivatives with a stereochemically pure cis ring junction were used as models of sesquiterpene lactones to study their photoreactivity toward thymidine. After 313 nm irradiation of a deoxygenated acetone solution of lactone models and thymidine, six [2+2] photoadducts were isolated for each enantiomer and fully characterized by a combination of NMR experiments. A common syn regioselectivity and exo stereoselectivity were observed for photoadducts. This high photoreactivity of α‐methylene‐γ‐butyrolactone ring toward thymidine could be an explanation of the progressive evolution of allergic contact dermatitis toward chronic actinic dermatitis.

  DOI：

  10.1111/j.1751-1097.2009.00691.x