methyl 3-(2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-2-oxoethyl)-1H-indole-1-carboxylate | 1403234-58-1

• 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: methyl 3-(2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-2-oxoethyl)-1H-indole-1-carboxylate
• CAS: 1403234-58-1
• 化学式: C₂₂H₂₉NO₄
• 分子量: 371.477
• InChiKey: DGJVRKAJUJSBQC-OXFYSEKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  57.53
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-2-oxoethyl)-1H-indole-1-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Absolute configuration assignment of 3-indolylacetate esters

  摘要：

  Herein we describe a straightforward method for the determination of the absolute configuration of 3-indolyl(bromo)acetate 7, 3-indolyl(alkoxy)acetates 8a-f and 3-indolyl(amino)acetate 8g, based on H-1 NMR spectral analysis. The conformational preferences for two diastereomeric esters were calculated by DFT, which matched very well with the experimental results. X-ray diffraction analysis allowed us to validate the methodology, and independent absolute configuration evidence was obtained by vibrational circular dichroism. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.08.005
• 作为产物：
  描述：

  3-吲哚乙酸 在 二碳酸二叔丁酯 、 对甲苯磺酸 作用下， 反应 8.0h， 生成 methyl 3-(2-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyloxy)-2-oxoethyl)-1H-indole-1-carboxylate
  参考文献：
  名称：

  Absolute configuration assignment of 3-indolylacetate esters

  摘要：

  Herein we describe a straightforward method for the determination of the absolute configuration of 3-indolyl(bromo)acetate 7, 3-indolyl(alkoxy)acetates 8a-f and 3-indolyl(amino)acetate 8g, based on H-1 NMR spectral analysis. The conformational preferences for two diastereomeric esters were calculated by DFT, which matched very well with the experimental results. X-ray diffraction analysis allowed us to validate the methodology, and independent absolute configuration evidence was obtained by vibrational circular dichroism. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.08.005