(2RS,3SR,4RS,5SR)-7-(methoxycarbonyl)bicyclo[4.1.0]heptane-2,3,4,5-tetrayl tetraacetate | 1048637-03-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (2RS,3SR,4RS,5SR)-7-(methoxycarbonyl)bicyclo[4.1.0]heptane-2,3,4,5-tetrayl tetraacetate
• CAS: 1048637-03-1
• 化学式: C₁₇H₂₂O₁₀
• 分子量: 386.356
• InChiKey: HIVGSRGTMVKQEZ-FMTYZJJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.24
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  131.5
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  (2RS,3SR,4RS,5SR)-7-(methoxycarbonyl)bicyclo[4.1.0]heptane-2,3,4,5-tetrayl tetraacetate 在 甲醇 、 氨 作用下， 以92%的产率得到methyl (2RS,3SR,4RS,5SR)-2,3,4,5-tetrahydroxybicyclo[4.1.0]heptane-7-carboxylate
  参考文献：
  名称：

  Synthesis of cyclopropane-annulated conduritol derivatives: norcaran-2,3,4,5-tetraoles

  摘要：

  Norcaran-23,45-tetraoles were synthesized starting from methyl 1,3,5-cycloheptatriene-7-carboxylate in several steps. Norcaradiene endoperoxide is the key component; it was obtained by photooxygenation of methyl 1,3,5-cycloheptatriene-7-carboxylate. The other oxygen functionalities are introduced through epoxide ring opening and OSO4-hydroxylation reactions. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.066
• 作为产物：
  描述：

  (1RS,2RS,4RS,5SR,7SR,8SR)-methyl 3,6-dioxatetracyclo[6.1.0.02,4.05,7]nonane-9-carboxylate 、 乙酸酐 在 硫酸 作用下， 反应 24.0h， 生成 (2RS,3SR,4RS,5SR)-7-(methoxycarbonyl)bicyclo[4.1.0]heptane-2,3,4,5-tetrayl tetraacetate 、 (2RS,3SR,4SR,5RS)-7-(methoxycarbonyl)bicyclo[4.1.0]heptane-2,3,4,5-tetrayl tetraacetate
  参考文献：
  名称：

  Synthesis of cyclopropane-annulated conduritol derivatives: norcaran-2,3,4,5-tetraoles

  摘要：

  Norcaran-23,45-tetraoles were synthesized starting from methyl 1,3,5-cycloheptatriene-7-carboxylate in several steps. Norcaradiene endoperoxide is the key component; it was obtained by photooxygenation of methyl 1,3,5-cycloheptatriene-7-carboxylate. The other oxygen functionalities are introduced through epoxide ring opening and OSO4-hydroxylation reactions. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.066