perfluorooctylpropylsulfonylethanolcarbonyl chloride | 1154463-66-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: perfluorooctylpropylsulfonylethanolcarbonyl chloride
• 英文别名: 2-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecylsulfonyl)ethyl carbonochloridate
• CAS: 1154463-66-7
• 化学式: C₁₄H₁₀ClF₁₇O₄S
• 分子量: 632.723
• InChiKey: FGXYEZBXJHNKLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  perfluorooctylpropylsulfonylethanolcarbonyl chloride 、 2,3-二-o-苄基-alpha-d-吡喃葡萄糖苷甲酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.75h， 以94%的产率得到methyl 2,3-di-O-benzyl-6-O-perfluorooctylpropylmethylsulfonylethoxycarbonyl-α-D-glucopyranoside
  参考文献：
  名称：

  Methylsulfonylethoxycarbonyl (Msc) and fluorous propylsulfonylethoxycarbonyl (FPsc) as hydroxy-protecting groups in carbohydrate chemistry

  摘要：

  The methylsulfonylethoxycarbonyl (Msc) group is presented as a non-lipophilic, base-labile, participating protecting group for carbohydrate alcohols. It can be introduced using Msc-Cl and pyridine and is readily cleaved via beta-elimination under mild basic conditions. Its fluorous counterpart, the perfluorooctyl propyl-sulfonylethoxycarbonyl (FPsc) group, is used in a 'light fluorous' trisaccharide synthesis sequence. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.146
• 作为产物：
  描述：

  光气 、 perfluorooctylpropylsulfonylethanol 以 四氢呋喃 、 甲苯 为溶剂， 反应 16.0h， 以100%的产率得到perfluorooctylpropylsulfonylethanolcarbonyl chloride
  参考文献：
  名称：

  Methylsulfonylethoxycarbonyl (Msc) and fluorous propylsulfonylethoxycarbonyl (FPsc) as hydroxy-protecting groups in carbohydrate chemistry

  摘要：

  The methylsulfonylethoxycarbonyl (Msc) group is presented as a non-lipophilic, base-labile, participating protecting group for carbohydrate alcohols. It can be introduced using Msc-Cl and pyridine and is readily cleaved via beta-elimination under mild basic conditions. Its fluorous counterpart, the perfluorooctyl propyl-sulfonylethoxycarbonyl (FPsc) group, is used in a 'light fluorous' trisaccharide synthesis sequence. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.146