3-(3,4-methylenedioxyphenyl)-2-propyl isocyanate | 1082916-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 3-(3,4-methylenedioxyphenyl)-2-propyl isocyanate
• 英文别名: 5-(2-Isocyanatopropyl)-1,3-benzodioxole
• CAS: 1082916-68-4
• 化学式: C₁₁H₁₁NO₃
• 分子量: 205.213
• InChiKey: MVTHLZBSADNDMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3,4-methylenedioxyphenyl)-2-propyl isocyanate 、 potassium tert-butylate 以 四氢呋喃 、 叔丁醇 为溶剂， 生成 tert-butyl N-{3-(3,4-methylenedioxyphenyl)-2-propyl}carbamate
  参考文献：
  名称：

  Synthesis of 2-Arylethylamines by the Curtius Rearrangement

  摘要：

  2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield.

  DOI：

  10.1080/00397910903097302
• 作为产物：
  描述：

  3-(3,4-methylenedioxyphenyl)-2-methylpropionyl azide 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以10.5 g的产率得到3-(3,4-methylenedioxyphenyl)-2-propyl isocyanate
  参考文献：
  名称：

  Synthesis of 2-Arylethylamines by the Curtius Rearrangement

  摘要：

  2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield.

  DOI：

  10.1080/00397910903097302

文献信息

• Synthesis of 2-Arylethylamines by the Curtius Rearrangement
  作者：Matthias Schulze

  DOI：10.1080/00397910903097302

  日期：2010.4.26

  2-Arylethylamine derivatives were synthesized using the Curtius reaction and with three different methods of preparing the acyl azide functional group. Carbamates derived from isocyanate were convenient protecting groups for alkylation of amines. Starting from benzaldehyde, amphetamine was prepared in three steps through an oxazolidin-2-one intermediate in 62% overall yield.