5-(prop-2-ynyl)-1,2,3,4-tetrahydro-2-ethoxycarbonyl-γ-carboline | 1427040-72-9

• 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: 5-(prop-2-ynyl)-1,2,3,4-tetrahydro-2-ethoxycarbonyl-γ-carboline
• CAS: 1427040-72-9
• 化学式: C₁₇H₁₈N₂O₂
• 分子量: 282.342
• InChiKey: BXEWHPUVINNMSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  34.47
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-(prop-2-ynyl)-1,2,3,4-tetrahydro-2-ethoxycarbonyl-γ-carboline 、 甲基-6-叠氮-6-脱氧-2,3,4-三乙酰氧基-alpha-D-吡喃葡萄糖苷 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以56%的产率得到
  参考文献：
  名称：

  Synthesis of Novel Glycoconjugates Derived From Alkynyl Heterocycles through a Click Approach

  摘要：

  The synthesis of a series of novel 1,4-disubstituted 1,2,3-triazole compounds bearing a D-glucose derivative and an heteroaromatic system is described. Alkylation of isatin, 3-methyl-carbazole, and one tetrahydro--carboline with propargyl bromide gave their N-propargyl derivatives in good yields. These compounds further reacted with acetylated D-glucose with the azide group in position 1 to give three final products and with peracetylated 6-azido-6-deoxy--D-methylglucoside, giving the corresponding derivative of tetrahydro--carboline. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.637655
• 作为产物：
  描述：

  3-溴丙炔 、 1,3,4,5-四氢-2H-吡啶并[4,3-b]吲哚-2-甲酸乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.08h， 以55%的产率得到5-(prop-2-ynyl)-1,2,3,4-tetrahydro-2-ethoxycarbonyl-γ-carboline
  参考文献：
  名称：

  Synthesis of Novel Glycoconjugates Derived From Alkynyl Heterocycles through a Click Approach

  摘要：

  The synthesis of a series of novel 1,4-disubstituted 1,2,3-triazole compounds bearing a D-glucose derivative and an heteroaromatic system is described. Alkylation of isatin, 3-methyl-carbazole, and one tetrahydro--carboline with propargyl bromide gave their N-propargyl derivatives in good yields. These compounds further reacted with acetylated D-glucose with the azide group in position 1 to give three final products and with peracetylated 6-azido-6-deoxy--D-methylglucoside, giving the corresponding derivative of tetrahydro--carboline. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.637655