4-[(2-methyl-3-oxo-1H-inden-2-yl)selanylmethyl]benzoic acid | 293768-45-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 4-[(2-methyl-3-oxo-1H-inden-2-yl)selanylmethyl]benzoic acid
• CAS: 293768-45-3
• 化学式: C₁₈H₁₆O₃Se
• 分子量: 359.283
• InChiKey: MNPOFGSSVKQYTB-UHFFFAOYSA-N

物化性质

• 沸点：
  533.9±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[(2-methyl-3-oxo-1H-inden-2-yl)selanylmethyl]benzoic acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 1-羟基苯并三唑 、 达卡巴嗪 、 六氟异丙醇 、 双氧水 作用下， 以 N,N-二甲基甲酰胺 、 二氯甲烷 为溶剂， 以45%的产率得到消旋卡多曲杂质15
  参考文献：
  名称：

  Thermally cleavable safety-catch linkers for solid phase chemistry

  摘要：

  Safety-catch linkers based on the sulfoxide/selenoxide syn elimination have been developed. Clean and efficient oxidation of the sulfide to the sulfoxide was achieved with the homogeneous oxidising system comprising of hexafluoroisopropanol (HFIP) and hydrogen peroxide. Elimination of the sulfoxide was only possible with the most activated of substrates, while the selenoxide underwent cleavage under much milder conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00807-8
• 作为产物：
  描述：

  4-溴甲基苯甲酸叔丁酯 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 7.0h， 生成 4-[(2-methyl-3-oxo-1H-inden-2-yl)selanylmethyl]benzoic acid
  参考文献：
  名称：

  Thermally cleavable safety-catch linkers for solid phase chemistry

  摘要：

  Safety-catch linkers based on the sulfoxide/selenoxide syn elimination have been developed. Clean and efficient oxidation of the sulfide to the sulfoxide was achieved with the homogeneous oxidising system comprising of hexafluoroisopropanol (HFIP) and hydrogen peroxide. Elimination of the sulfoxide was only possible with the most activated of substrates, while the selenoxide underwent cleavage under much milder conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00807-8

文献信息

• Thermally cleavable safety-catch linkers for solid phase chemistry
  作者：Helen E Russell、Richard W.A Luke、Mark Bradley

  DOI：10.1016/s0040-4039(00)00807-8

  日期：2000.7

  Safety-catch linkers based on the sulfoxide/selenoxide syn elimination have been developed. Clean and efficient oxidation of the sulfide to the sulfoxide was achieved with the homogeneous oxidising system comprising of hexafluoroisopropanol (HFIP) and hydrogen peroxide. Elimination of the sulfoxide was only possible with the most activated of substrates, while the selenoxide underwent cleavage under much milder conditions. (C) 2000 Elsevier Science Ltd. All rights reserved.