[2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]-(2,4,6-trimethylbenzyl)amine | 569342-89-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]-(2,4,6-trimethylbenzyl)amine
• 英文别名: 2-(3-cyclopentyloxy-4-methoxyphenyl)-N-[(2,4,6-trimethylphenyl)methyl]ethanamine
• CAS: 569342-89-8
• 化学式: C₂₄H₃₃NO₂
• 分子量: 367.532
• InChiKey: OCLKITSZNGAJCV-UHFFFAOYSA-N

物化性质

• 沸点：
  501.2±45.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]-(2,4,6-trimethylbenzyl)amine 在 dirhodium tetraacetate 、 4-乙酰氨基苯磺酰叠氮 、 氨 、 lithium 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 14.5h， 生成 咯利普兰
  参考文献：
  名称：

  γ-Lactam Synthesis via C−H Insertion:  Elaboration of N-Benzyl Protecting Groups for High Regioselectivity toward the Total Synthesis of Rolipram

  摘要：

  By intramolecular C-H Insertion of alpha-diazo-alpha-(phenylsulfonyl)acetamides, gamma-lactams such as the antidepressant agent rolipram were efficiently synthesized in a highly regioselective manner. N-Benzyl moieties were elaborated as amide protecting groups to enhance regioselectivity in C-H activation as well as chemoselectivity over addition reactions.

  DOI：

  10.1021/ol0345834
• 作为产物：
  描述：

  2-(3-环戊氧基-4-甲氧基苯基)乙胺 在 sodium tetrahydroborate 、 sodium sulfate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 [2-(3-cyclopentyloxy-4-methoxyphenyl)ethyl]-(2,4,6-trimethylbenzyl)amine
  参考文献：
  名称：

  γ-Lactam Synthesis via C−H Insertion:  Elaboration of N-Benzyl Protecting Groups for High Regioselectivity toward the Total Synthesis of Rolipram

  摘要：

  By intramolecular C-H Insertion of alpha-diazo-alpha-(phenylsulfonyl)acetamides, gamma-lactams such as the antidepressant agent rolipram were efficiently synthesized in a highly regioselective manner. N-Benzyl moieties were elaborated as amide protecting groups to enhance regioselectivity in C-H activation as well as chemoselectivity over addition reactions.

  DOI：

  10.1021/ol0345834

文献信息

• Org. Lett. 2003, 5, 2259-2262
  作者：

  DOI：——

  日期：——
• γ-Lactam Synthesis via C−H Insertion:  Elaboration of <i>N</i>-Benzyl Protecting Groups for High Regioselectivity toward the Total Synthesis of Rolipram
  作者：Cheol Hwan Yoon、Advait Nagle、Chiliu Chen、Drashti Gandhi、Kyung Woon Jung

  DOI：10.1021/ol0345834

  日期：2003.6.1

  By intramolecular C-H Insertion of alpha-diazo-alpha-(phenylsulfonyl)acetamides, gamma-lactams such as the antidepressant agent rolipram were efficiently synthesized in a highly regioselective manner. N-Benzyl moieties were elaborated as amide protecting groups to enhance regioselectivity in C-H activation as well as chemoselectivity over addition reactions.