Tert-butyl 3-oxo-5-phenyloxolane-2-carboxylate | 192212-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: Tert-butyl 3-oxo-5-phenyloxolane-2-carboxylate
• CAS: 192212-40-1
• 化学式: C₁₅H₁₈O₄
• 分子量: 262.306
• InChiKey: HAKJFEYAEGTELB-UHFFFAOYSA-N

物化性质

• 沸点：
  373.7±42.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Tert-butyl 3-oxo-5-phenyloxolane-2-carboxylate 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 11.0h， 生成 5-phenyl-3-oxo-tetrahydrofuran
  参考文献：
  名称：

  Aldol-cyclization reaction sequence for the synthesis of tetrahydrofurans

  摘要：

  The aldol reactions of alpha-diazo-beta-ketoesters with a variety of aldehydes produced adducts which underwent Rh(II)-catalyzed O-H insertion reaction to yield highly substituted tetrahydrofurans. Alkylation and decarboxylation of these tetrahydrofurans formed a wide variety of tetrahydrofuran structures. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00766-1
• 作为产物：
  描述：

  Tert-butyl 2-diazo-5-hydroxy-3-oxo-5-phenylpentanoate 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 0.25h， 以93%的产率得到Tert-butyl 3-oxo-5-phenyloxolane-2-carboxylate
  参考文献：
  名称：

  Aldol-cyclization reaction sequence for the synthesis of tetrahydrofurans

  摘要：

  The aldol reactions of alpha-diazo-beta-ketoesters with a variety of aldehydes produced adducts which underwent Rh(II)-catalyzed O-H insertion reaction to yield highly substituted tetrahydrofurans. Alkylation and decarboxylation of these tetrahydrofurans formed a wide variety of tetrahydrofuran structures. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00766-1

文献信息

• Aldol-cyclization reaction sequence for the synthesis of tetrahydrofurans
  作者：Michael A. Calter、Priyantha M. Sugathapala、Cheng Zhu

  DOI：10.1016/s0040-4039(97)00766-1

  日期：1997.6

  The aldol reactions of alpha-diazo-beta-ketoesters with a variety of aldehydes produced adducts which underwent Rh(II)-catalyzed O-H insertion reaction to yield highly substituted tetrahydrofurans. Alkylation and decarboxylation of these tetrahydrofurans formed a wide variety of tetrahydrofuran structures. (C) 1997 Elsevier Science Ltd.