(1R*,3S*)-9-<1-Methyl-3-(morpholin-4-yl)-3-phenylpropyl>carbazole

• 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: (1R*,3S*)-9-<1-Methyl-3-(morpholin-4-yl)-3-phenylpropyl>carbazole
• 英文别名: 4-[(1S,3R)-3-carbazol-9-yl-1-phenylbutyl]morpholine
• 化学式: C₂₆H₂₈N₂O
• 分子量: 384.521
• InChiKey: CGBUDTKUTJNSBM-IBVKSMDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  17.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-[(1S,3R)-3-(benzotriazol-2-yl)-3-carbazol-9-yl-1-phenylpropyl]morpholine 、 甲基碘化镁 以25%的产率得到
  参考文献：
  名称：

  Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila, J. Org. Chem, 59 (1994) N 18, S 5206-5214

  摘要：

  DOI：

文献信息

• Additions of 1-(.alpha.-Aminoalkyl)benzotriazoles to N-Vinylamines and N-Vinylamides. A Novel and Versatile Method for the Preparation of Unsymmetrically Substituted 1,3-Diamines
  作者：Alan R. Katritzky、Stanislaw Rachwal、Bogumila Rachwal

  DOI：10.1021/jo00097a023

  日期：1994.9

  Additions of N,N-dialkyl-1H-benzotriazole-1-methanamines 1 to 9-vinylcarbazole followed by reduction of the adducts with lithium aluminum hydride gave the corresponding 9-(3-(dialkylamino)propyl)carbazoles 8 in good yield. Treatment of the adducts with Grignard reagents gave products 9 with an alkyl or aryl group at the C-1 atom of the propylene linkage. Use of alpha-phenyl-N,N-dialkyl-1H-benzotriazole-1-methanamine (14) in the addition led to the C-3 phenyl substituted products 15-18. Similar additions to N-vinyl-N-methylacetamide or 1-vinyl-2-pyrrolidinone followed by reduction of the adducts gave unsymmetrically substituted 1,3-propanediamines. Triamine 36 was obtained by condensation of ethylamine with formaldehyde and benzotriazole, addition of the product to 1-vinylpyrrolidinone, and reduction of the adduct with lithium aluminum hydride. 1,3-Propanediamine used in this process gave hexahydropyrimidine 39 while 1,6-hexanediamine gave hexamine 42.
• Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila, J. Org. Chem, 59 (1994) N 18, S 5206-5214
  作者：Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila

  DOI：——

  日期：——