bis[2-(p-toluenesulfonyloxy)ethyl]diphenylsilane | 241472-57-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis[2-(p-toluenesulfonyloxy)ethyl]diphenylsilane
• 英文别名: 2-[2-(4-Methylphenyl)sulfonyloxyethyl-diphenylsilyl]ethyl 4-methylbenzenesulfonate
• CAS: 241472-57-1
• 化学式: C₃₀H₃₂O₆S₂Si
• 分子量: 580.798
• InChiKey: QQZXMPYVBGPGTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis[2-(p-toluenesulfonyloxy)ethyl]diphenylsilane 在 三乙胺 、 肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 [4-[(4,4-Diphenyl-1,4-azasilinan-1-yl)methyl]phenyl]methanamine
  参考文献：
  名称：

  二苯基甲硅烷基二乙烯-（DPSide-）基团：一种新的伯胺保护剂

  摘要：

  Diphenylsilydiethylene- (DPSide-) group has been developed as a new primary amine protecting group. The new protecting group exhibits novel orthogonality against other commonly used amine-protecting groups and excellent chemoselectivity for unbranched a-amino acid esters. Removal of this protecting group was effected under mild fluoride-based cleavage conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00970-3
• 作为产物：
  描述：

  二苯基二乙烯基硅烷 在 9-borabicyclo[2.2.1]nonane 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 bis[2-(p-toluenesulfonyloxy)ethyl]diphenylsilane
  参考文献：
  名称：

  二苯基甲硅烷基二乙烯-（DPSide-）基团：一种新的伯胺保护剂

  摘要：

  Diphenylsilydiethylene- (DPSide-) group has been developed as a new primary amine protecting group. The new protecting group exhibits novel orthogonality against other commonly used amine-protecting groups and excellent chemoselectivity for unbranched a-amino acid esters. Removal of this protecting group was effected under mild fluoride-based cleavage conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00970-3

文献信息

• Diphenylsilyldiethylene- (DPSide-) group: A new primary amine protection
  作者：B. Moon Kim、Jong Hyun Cho

  DOI：10.1016/s0040-4039(99)00970-3

  日期：1999.7

  Diphenylsilydiethylene- (DPSide-) group has been developed as a new primary amine protecting group. The new protecting group exhibits novel orthogonality against other commonly used amine-protecting groups and excellent chemoselectivity for unbranched a-amino acid esters. Removal of this protecting group was effected under mild fluoride-based cleavage conditions. (C) 1999 Elsevier Science Ltd. All rights reserved.