2-Diazo-5-methyl-5-(1-methyl-1H-indol-3-yl)-3-oxo-hexanoic acid methyl ester | 385842-54-6

• 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: 2-Diazo-5-methyl-5-(1-methyl-1H-indol-3-yl)-3-oxo-hexanoic acid methyl ester
• 英文别名: Methyl 2-diazo-5-methyl-5-(1-methylindol-3-yl)-3-oxohexanoate；methyl 2-diazo-5-methyl-5-(1-methylindol-3-yl)-3-oxohexanoate
• CAS: 385842-54-6
• 化学式: C₁₇H₁₉N₃O₃
• 分子量: 313.356
• InChiKey: HFLOCDITLJHXBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Diazo-5-methyl-5-(1-methyl-1H-indol-3-yl)-3-oxo-hexanoic acid methyl ester 在 dirhodium tetraacetate 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以72%的产率得到4,4,9-Trimethyl-2-oxo-2,3,4,9-tetrahydro-1H-carbazole-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Rhodium-catalyzed decomposition of indole-substituted α-diazo-β-keto esters: three different reactions based on indole oxidation state

  摘要：

  Rhodium(II)-catalyzed decomposition of three indole-substituted alpha -diazo-beta -keto esters affords three different types of intramolecular reactions based on the oxidation state of the indole. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01431-9
• 作为产物：
  描述：

  4-(3-indolyl)-4-methyl-2-pentanone 在 对甲苯磺酰叠氮 、 sodium hydride 、 三乙胺 作用下， 以 甲苯 、 乙腈 为溶剂， 生成 2-Diazo-5-methyl-5-(1-methyl-1H-indol-3-yl)-3-oxo-hexanoic acid methyl ester
  参考文献：
  名称：

  Rhodium-catalyzed decomposition of indole-substituted α-diazo-β-keto esters: three different reactions based on indole oxidation state

  摘要：

  Rhodium(II)-catalyzed decomposition of three indole-substituted alpha -diazo-beta -keto esters affords three different types of intramolecular reactions based on the oxidation state of the indole. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01431-9

文献信息

• Rhodium-catalyzed decomposition of indole-substituted α-diazo-β-keto esters: three different reactions based on indole oxidation state
  作者：Michael E Jung、Franck Slowinski

  DOI：10.1016/s0040-4039(01)01431-9

  日期：2001.9

  Rhodium(II)-catalyzed decomposition of three indole-substituted alpha -diazo-beta -keto esters affords three different types of intramolecular reactions based on the oxidation state of the indole. (C) 2001 Published by Elsevier Science Ltd.