cis-1-(3,4,5-trimethoxy)phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride | 1113007-56-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: cis-1-(3,4,5-trimethoxy)phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride
• CAS: 1113007-56-9
• 化学式: C₂₂H₂₄N₂O₅*ClH
• 分子量: 432.904
• InChiKey: UUMXXXFJJPRGRU-QSVLQNJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  81.81
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  cis-1-(3,4,5-trimethoxy)phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride 、 1H-咪唑-1-二硫代羧酸甲酯 、 苄胺 在 三乙胺 作用下， 以 甲醇 为溶剂， 以76%的产率得到(5R,11aS)-2-benzyl-3-thioxo-5-(3,4,5-trimethoxyphenyl)-2,3,5,6,11,11a-hexahydro-1H-imidazo[1',5':1,6]pyrido[3,4-b]indol-1-one
  参考文献：
  名称：

  Methyl 1-imidazolecarbodithioate as a thiocarbonyl transfer reagent: a facile one-pot, three-component synthesis of novel 2-substituted-5-aryl-1-oxo-3-thioxo-1,2,3,5,11,11a-hexahydro-6H-imidazo-[1,5-b]-β-carbolines

  摘要：

  An efficient one-pot, three-component synthesis of novel 2-substituted-5-aryl-1-oxo-3-thioxo-1,2,3,5,11,11a-hexahydro-6H-imidazo-[1,5-b]-beta-carbolines employing 1-aryl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylates, primary amines (or amino acid esters) and methyl 1-imidazolecarbodithioate as the thiocarbonyl transfer reagent is reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.008
• 作为产物：
  描述：

  (1S,3S)-2,3,4,9-tetrahydro-1-(3,4,5-trimethoxyphenyl)-1H-pyrido[3,4-b]indole-3-carboxylic acid 、 甲醇 在 氯化亚砜 作用下， 生成 cis-1-(3,4,5-trimethoxy)phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester hydrochloride
  参考文献：
  名称：

  Methyl 1-imidazolecarbodithioate as a thiocarbonyl transfer reagent: a facile one-pot, three-component synthesis of novel 2-substituted-5-aryl-1-oxo-3-thioxo-1,2,3,5,11,11a-hexahydro-6H-imidazo-[1,5-b]-β-carbolines

  摘要：

  An efficient one-pot, three-component synthesis of novel 2-substituted-5-aryl-1-oxo-3-thioxo-1,2,3,5,11,11a-hexahydro-6H-imidazo-[1,5-b]-beta-carbolines employing 1-aryl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylates, primary amines (or amino acid esters) and methyl 1-imidazolecarbodithioate as the thiocarbonyl transfer reagent is reported. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.008