1-(tert-Butyloxycarbonyl)-3-<<(2',2',6',6'-tetramethylpiperidino)oxy>methyl>-2,3-dihydroindole | 161646-51-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-(tert-Butyloxycarbonyl)-3-<<(2',2',6',6'-tetramethylpiperidino)oxy>methyl>-2,3-dihydroindole
• 英文别名: Tert-butyl 3-[(2,2,6,6-tetramethylpiperidin-1-yl)oxymethyl]-2,3-dihydroindole-1-carboxylate
• CAS: 161646-51-1
• 化学式: C₂₃H₃₆N₂O₃
• 分子量: 388.55
• InChiKey: VPBWQOLNYWEPGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  42
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(tert-Butyloxycarbonyl)-3-<<(2',2',6',6'-tetramethylpiperidino)oxy>methyl>-2,3-dihydroindole 在 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以90%的产率得到1-(tert-Butyloxycarbonyl)-3-(hydroxymethyl)-2,3-dihydroindole
  参考文献：
  名称：

  An Efficient Synthesis of 1,2,9,9a-Tetrahydrocyclopropa[c]benz[e]indol-4-one CBI: An Enhanced and Simplified Analog of the CC-1065 and Duocarmycin Alkylation Subunits

  摘要：

  An efficient synthesis of 4, the immediate precursor to N-BOC-CBI and related analogs of CC-1065 incorporating the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one alkylation subunit, is described based on a Tempo trap of a 5-exo-trig aryl radical-alkene cyclization with direct introduction of a 3-(hydroxymethyl)indoline using an unfunctionalized alkene acceptor.

  DOI：

  10.1021/jo00110a034
• 作为产物：
  描述：

  N-Boc-2-碘苯胺 在 三正丁基氢锡 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 4.75h， 生成 1-(tert-Butyloxycarbonyl)-3-<<(2',2',6',6'-tetramethylpiperidino)oxy>methyl>-2,3-dihydroindole
  参考文献：
  名称：

  An Efficient Synthesis of 1,2,9,9a-Tetrahydrocyclopropa[c]benz[e]indol-4-one CBI: An Enhanced and Simplified Analog of the CC-1065 and Duocarmycin Alkylation Subunits

  摘要：

  An efficient synthesis of 4, the immediate precursor to N-BOC-CBI and related analogs of CC-1065 incorporating the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one alkylation subunit, is described based on a Tempo trap of a 5-exo-trig aryl radical-alkene cyclization with direct introduction of a 3-(hydroxymethyl)indoline using an unfunctionalized alkene acceptor.

  DOI：

  10.1021/jo00110a034

文献信息

• An Efficient Synthesis of 1,2,9,9a-Tetrahydrocyclopropa[c]benz[e]indol-4-one CBI: An Enhanced and Simplified Analog of the CC-1065 and Duocarmycin Alkylation Subunits
  作者：Dale L. Boger、Jeffrey A. McKie

  DOI：10.1021/jo00110a034

  日期：1995.3

  An efficient synthesis of 4, the immediate precursor to N-BOC-CBI and related analogs of CC-1065 incorporating the 1,2,9,9a-tetrahydrocyclopropa[c]benz[e]indol-4-one alkylation subunit, is described based on a Tempo trap of a 5-exo-trig aryl radical-alkene cyclization with direct introduction of a 3-(hydroxymethyl)indoline using an unfunctionalized alkene acceptor.