(1S,15S)-12-cyclohexyl-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4,6,8-tetraene-14,20-dione

• 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: (1S,15S)-12-cyclohexyl-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4,6,8-tetraene-14,20-dione
• 化学式: C₂₃H₂₇N₃O₂
• 分子量: 377.486
• InChiKey: OVKNUBUHNCPVSB-CHEUHSMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (9H-芴-9-基)甲基 2-(氯羰基)吡咯烷-1-羧酸 、 环己烷基甲醛 、 alkaline earth salt of/the/ methylsulfuric acid 以73%的产率得到(1S,15S)-12-cyclohexyl-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4,6,8-tetraene-14,20-dione
  参考文献：
  名称：

  The N-Acyliminium Pictet−Spengler Condensation as a Multicomponent Combinatorial Reaction on Solid Phase and Its Application to the Synthesis of Demethoxyfumitremorgin C Analogues

  摘要：

  [GRAPHICS]L-Tryptophan immobilized on polystyrene-Wang resin was sequentially reacted with an aldehyde and Fmoc-amino acid chloride, This generates a transient N-acyliminium species which undergoes Pictet-Spengler condensation to give a mixture of cis and trans tetrahydro-beta-carbolines. Removal of the Fmoc protecting group, with concomitant diketopiperazine formation, results in cyclative cleavage of the desired products from the resin.

  DOI：

  10.1021/ol991030d

文献信息

• The <i>N</i>-Acyliminium Pictet−Spengler Condensation as a Multicomponent Combinatorial Reaction on Solid Phase and Its Application to the Synthesis of Demethoxyfumitremorgin C Analogues
  作者：Haishan Wang、A. Ganesan

  DOI：10.1021/ol991030d

  日期：1999.11.1

  [GRAPHICS]L-Tryptophan immobilized on polystyrene-Wang resin was sequentially reacted with an aldehyde and Fmoc-amino acid chloride, This generates a transient N-acyliminium species which undergoes Pictet-Spengler condensation to give a mixture of cis and trans tetrahydro-beta-carbolines. Removal of the Fmoc protecting group, with concomitant diketopiperazine formation, results in cyclative cleavage of the desired products from the resin.