(3aR,4S,5S,7aS)-6-chloro-4,5-(isopropylidenedioxy)-3-methyl-3a,4,5,7a-tetrahydro-1,2-benzisoxazole

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4S,5S,7aS)-6-chloro-4,5-(isopropylidenedioxy)-3-methyl-3a,4,5,7a-tetrahydro-1,2-benzisoxazole
• 英文别名: (3aS,5aS,8aS,8bS)-4-chloro-2,2,8-trimethyl-3a,5a,8a,8b-tetrahydro-[1,3]dioxolo[4,5-e][1,2]benzoxazole
• 化学式: C₁₁H₁₄ClNO₃
• 分子量: 243.69
• InChiKey: KNCRJAPTFSCZFP-KYXWUPHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  硝基乙烷 、 (3aS,7aS)-4-chloro-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole 以73%的产率得到(3aR,4S,5S,7aS)-6-chloro-4,5-(isopropylidenedioxy)-3-methyl-3a,4,5,7a-tetrahydro-1,2-benzisoxazole
  参考文献：
  名称：

  New cycloaddition chemistry of 1-chloro-5,6-cis-isopropylidenedioxycyclohexa-1,3-diene derived from the oxidation of halogenobenzenes by Pseudomonas putida 39D

  摘要：

  Several new modes of cycloadditions of 1-chloro-5.6-cis-isopropyl idenedioxycyclohexa-1.3-diene 1 have been investigated. Under thermal conditions, benzoquinone, naphthoquinone and benzyne react with 1 to give [4 + 2] cycloadducts resulting from addition to the less hindered face and in an endo fashion. Under photolysis conditions, benzoquinone undergoes a hetero [4 + 2] cyclization with the diene. Generation of nitrile oxide in the presence of the diene leads to a stereoselective [3 + 2] cycloaddition.

  DOI：

  10.1039/p19940000485

文献信息

• Hudlicky, Tomas; Olivo, Horacio F.; McKibben, Bryan, Journal of the American Chemical Society, 1994, vol. 116, # 12, p. 5108 - 5115
  作者：Hudlicky, Tomas、Olivo, Horacio F.、McKibben, Bryan

  DOI：——

  日期：——
• New cycloaddition chemistry of 1-chloro-5,6-cis-isopropylidenedioxycyclohexa-1,3-diene derived from the oxidation of halogenobenzenes by Pseudomonas putida 39D
  作者：Tomas Hudlicky、Bryan P. McKibben

  DOI：10.1039/p19940000485

  日期：——

  Several new modes of cycloadditions of 1-chloro-5.6-cis-isopropyl idenedioxycyclohexa-1.3-diene 1 have been investigated. Under thermal conditions, benzoquinone, naphthoquinone and benzyne react with 1 to give [4 + 2] cycloadducts resulting from addition to the less hindered face and in an endo fashion. Under photolysis conditions, benzoquinone undergoes a hetero [4 + 2] cyclization with the diene. Generation of nitrile oxide in the presence of the diene leads to a stereoselective [3 + 2] cycloaddition.