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 | 1427040-74-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 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
• 英文别名: [(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[4-[(3-methylcarbazol-9-yl)methyl]triazol-1-yl]oxan-2-yl]methyl acetate
• CAS: 1427040-74-1
• 化学式: C₃₀H₃₂N₄O₉
• 分子量: 592.605
• InChiKey: SLRXSKDBTZJSCE-CMPUJJQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  3-甲基咔唑 在 copper(ll) sulfate pentahydrate 、 sodium hydride 、 sodium ascorbate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.08h， 生成 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