prop-2-enyl N-[[(E)-2-(cyclohexen-1-yl)ethenyl]-methylsulfonylamino]-N-prop-2-enoxycarbonylcarbamate | 858940-75-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: prop-2-enyl N-[[(E)-2-(cyclohexen-1-yl)ethenyl]-methylsulfonylamino]-N-prop-2-enoxycarbonylcarbamate
• CAS: 858940-75-7
• 化学式: C₁₇H₂₄N₂O₆S
• 分子量: 384.453
• InChiKey: JCNUQAUPEMBCJX-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  prop-2-enyl N-[[(E)-2-(cyclohexen-1-yl)ethenyl]-methylsulfonylamino]-N-prop-2-enoxycarbonylcarbamate 、 2-甲基丙烯醛 在 4 A molecular sieve 、 氯化二乙基铝 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 、 prop-2-enyl N-[[(2R,3S,4aR)-3-formyl-3-methyl-4,4a,5,6,7,8-hexahydro-2H-naphthalen-2-yl]-methylsulfonylamino]-N-prop-2-enoxycarbonylcarbamate
  参考文献：
  名称：

  Design, Synthesis, and Reactivity of 1-Hydrazinodienes for Use in Organic Synthesis

  摘要：

  A new 1-hydrazinodiene (1) has been developed and utilized in Lewis acid catalyzed, intermolecular Diels-Alder reactions with various electron-deficient alkenes. The hydrazine can then be deprotected, and a molecule of methanesulfinic acid is eliminated to provide a putative diazene intermediate (4), which then spontaneously undergoes a suprafacial 1,5-sigmatropic shift to yield stereochemically complex cyclohexenes. This method has been applied to the synthesis of a constitutionally and stereochemically complex decalin derivative.

  DOI：

  10.1021/ja052383c
• 作为产物：
  描述：

  在 吡啶 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 生成 prop-2-enyl N-[[(E)-2-(cyclohexen-1-yl)ethenyl]-methylsulfonylamino]-N-prop-2-enoxycarbonylcarbamate
  参考文献：
  名称：

  Design, Synthesis, and Reactivity of 1-Hydrazinodienes for Use in Organic Synthesis

  摘要：

  A new 1-hydrazinodiene (1) has been developed and utilized in Lewis acid catalyzed, intermolecular Diels-Alder reactions with various electron-deficient alkenes. The hydrazine can then be deprotected, and a molecule of methanesulfinic acid is eliminated to provide a putative diazene intermediate (4), which then spontaneously undergoes a suprafacial 1,5-sigmatropic shift to yield stereochemically complex cyclohexenes. This method has been applied to the synthesis of a constitutionally and stereochemically complex decalin derivative.

  DOI：

  10.1021/ja052383c

文献信息

• Design, Synthesis, and Reactivity of 1-Hydrazinodienes for Use in Organic Synthesis
  作者：Glenn M. Sammis、Eric M. Flamme、Hao Xie、Douglas M. Ho、Erik J. Sorensen

  DOI：10.1021/ja052383c

  日期：2005.6.1

  A new 1-hydrazinodiene (1) has been developed and utilized in Lewis acid catalyzed, intermolecular Diels-Alder reactions with various electron-deficient alkenes. The hydrazine can then be deprotected, and a molecule of methanesulfinic acid is eliminated to provide a putative diazene intermediate (4), which then spontaneously undergoes a suprafacial 1,5-sigmatropic shift to yield stereochemically complex cyclohexenes. This method has been applied to the synthesis of a constitutionally and stereochemically complex decalin derivative.