7-(Cyano-ethoxycarbonyloxy-methyl)-indole-1-carboxylic acid tert-butyl ester | 597544-15-5

• 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: 7-(Cyano-ethoxycarbonyloxy-methyl)-indole-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 7-[cyano(ethoxycarbonyloxy)methyl]indole-1-carboxylate；tert-butyl 7-[cyano(ethoxycarbonyloxy)methyl]indole-1-carboxylate
• CAS: 597544-15-5
• 化学式: C₁₈H₂₀N₂O₅
• 分子量: 344.367
• InChiKey: MTFXXQBTJYBDIW-UHFFFAOYSA-N

物化性质

• 沸点：
  468.3±55.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  90.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-(Cyano-ethoxycarbonyloxy-methyl)-indole-1-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 50.0 ℃ 、344.74 kPa 条件下， 以85%的产率得到1-Boc-7-(氰基甲基)-1H-吲哚
  参考文献：
  名称：

  Synthesis of 7-cyano- and 7-acetamido-indoles via cyanocarbonation/hydrogenation of 7-formyl indole

  摘要：

  A procedure for the synthesis of 7-cyano and 7-acetamido indoles via eyanocarbonation/hydrogenation of 7-formyl indole is presented. The process can be efficiently scaled up to provide multigram quantities of the desired compounds in good yield. A small survey of substrate scope indicates that the reaction may prove generally useful for the synthesis of aryl acetonitriles. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0040-4039(03)01322-4
• 作为产物：
  描述：

  氰化钠 、 氯甲酸乙酯 、 tert-butyl 7-formyl-1H-indole-1-carboxylate 在 四丁基氯化铵 作用下， 以 二氯甲烷 、 水 为溶剂， 以88%的产率得到7-(Cyano-ethoxycarbonyloxy-methyl)-indole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of 7-cyano- and 7-acetamido-indoles via cyanocarbonation/hydrogenation of 7-formyl indole

  摘要：

  A procedure for the synthesis of 7-cyano and 7-acetamido indoles via eyanocarbonation/hydrogenation of 7-formyl indole is presented. The process can be efficiently scaled up to provide multigram quantities of the desired compounds in good yield. A small survey of substrate scope indicates that the reaction may prove generally useful for the synthesis of aryl acetonitriles. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0040-4039(03)01322-4

文献信息

• Synthesis of 7-cyano- and 7-acetamido-indoles via cyanocarbonation/hydrogenation of 7-formyl indole
  作者：Stanley P. Kolis、Marcella T. Clayton、John L. Grutsch、Margaret M. Faul

  DOI：10.1016/s0040-4039(03)01322-4

  日期：2003.7

  A procedure for the synthesis of 7-cyano and 7-acetamido indoles via eyanocarbonation/hydrogenation of 7-formyl indole is presented. The process can be efficiently scaled up to provide multigram quantities of the desired compounds in good yield. A small survey of substrate scope indicates that the reaction may prove generally useful for the synthesis of aryl acetonitriles. (C) 2003 Published by Elsevier Ltd.