but-3-enyl (2R)-oxolane-2-carboxylate | 1138300-32-9

• 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: but-3-enyl (2R)-oxolane-2-carboxylate
• CAS: 1138300-32-9
• 化学式: C₉H₁₄O₃
• 分子量: 170.208
• InChiKey: XQGZOJMDRQCZEC-MRVPVSSYSA-N

物化性质

• 沸点：
  233.2±33.0 °C(predicted)
• 密度：
  1.050±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  but-3-enyl (2R)-oxolane-2-carboxylate 在 亚碘酰苯 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 C₉H₁₄O₄ 、 (S)-tetrahydrofuran-3-yl (R)-tetrahydrofuran-2-carboxylate
  参考文献：
  名称：

  Asymmetric cycloetherification based on a chiral auxiliary for 4-acyloxy-1-butene substrates during oxidation with iodosylbenzene via a 1,3-dioxan-2-yl cation

  摘要：

  Reaction of but-3-enyl camphanate and its derivatives with iodosylbenzene yielded tetrahydrofuran-3-yl camphanate with high diastereomeric ratio via a 1,3-dioxan-2-yl cation intermediate. The reaction using (IS)-camphanate as a chiral auxiliary preferentially gave (S)-3-acyloxytetrahydrofuran and (2S,3S)-3-acyloxy-2-silyltetrahydrofuran. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.012
• 作为产物：
  描述：

  3-丁烯-1-醇 、 (R)-四氢呋喃甲酸 在 N,N'-二环己基碳二亚胺 作用下， 生成 but-3-enyl (2R)-oxolane-2-carboxylate
  参考文献：
  名称：

  Asymmetric cycloetherification based on a chiral auxiliary for 4-acyloxy-1-butene substrates during oxidation with iodosylbenzene via a 1,3-dioxan-2-yl cation

  摘要：

  Reaction of but-3-enyl camphanate and its derivatives with iodosylbenzene yielded tetrahydrofuran-3-yl camphanate with high diastereomeric ratio via a 1,3-dioxan-2-yl cation intermediate. The reaction using (IS)-camphanate as a chiral auxiliary preferentially gave (S)-3-acyloxytetrahydrofuran and (2S,3S)-3-acyloxy-2-silyltetrahydrofuran. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.012