3-methyl-9-prop-2-ynyl-9H-carbazole | 1427040-71-8

• 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: 3-methyl-9-prop-2-ynyl-9H-carbazole
• CAS: 1427040-71-8
• 化学式: C₁₆H₁₃N
• 分子量: 219.286
• InChiKey: WEUZQUCBWBZLDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  4.93
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-methyl-9-prop-2-ynyl-9H-carbazole 、 1-azido-1-deoxy-β-D-glucopyranoside tetraacetate 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以50%的产率得到3-methyl-9-{[1''-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl)-1''H-1'',2'',3''-triazol-4''-yl]methyl}-9H-carbazole
  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-甲基咔唑 、 3-溴丙炔 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.08h， 以51%的产率得到3-methyl-9-prop-2-ynyl-9H-carbazole
  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