exo-N-(3-phenylpropyloxy)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide | 415918-34-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: exo-N-(3-phenylpropyloxy)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide
• 英文别名: (3aR,4S,7R,7aS)-2-(3-phenylpropoxy)-3a,4,7,7a-tetrahydro-4,7-epoxyisoindole-1,3-dione
• CAS: 415918-34-2
• 化学式: C₁₇H₁₇NO₄
• 分子量: 299.326
• InChiKey: ZXUDYRNHCIYJBX-NMWPEEMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-苯丙醇 、 exo-N-hydroxy-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 exo-N-(3-phenylpropyloxy)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboximide
  参考文献：
  名称：

  Capture-ROMP−Release:  Application for the Synthesis of O-Alkylhydroxylamines

  摘要：

  [GRAPHICS]A new capture-ROMP-release method for chromatography-free purification of N-hydroxysuccinimde Mitsunobu reactions is described. The Mitsunobu reaction captures a variety of alcohols onto a norbornenyl N-hydroxysuccinimide monomer. Subjection of the resulting crude reaction mixture to ROM-polymerization generates a polymer that can be precipitated with methanol and filtered from the Mitsunobu byproducts. Treatment of the polymer with hydrazine releases the substrate from the water-soluble polymer, producing a variety of O-alkylhydroxylamines with good purity.

  DOI：

  10.1021/ol025577v

文献信息

• Capture-ROMP−Release:  Application for the Synthesis of <i>O</i>-Alkylhydroxylamines
  作者：Andrew M. Harned、Paul R. Hanson

  DOI：10.1021/ol025577v

  日期：2002.3.1

  [GRAPHICS]A new capture-ROMP-release method for chromatography-free purification of N-hydroxysuccinimde Mitsunobu reactions is described. The Mitsunobu reaction captures a variety of alcohols onto a norbornenyl N-hydroxysuccinimide monomer. Subjection of the resulting crude reaction mixture to ROM-polymerization generates a polymer that can be precipitated with methanol and filtered from the Mitsunobu byproducts. Treatment of the polymer with hydrazine releases the substrate from the water-soluble polymer, producing a variety of O-alkylhydroxylamines with good purity.