(tert-butyldiphenylsilyl)methyl trifluoromethanesulfonate | 297170-22-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (tert-butyldiphenylsilyl)methyl trifluoromethanesulfonate
• 英文别名: [Tert-butyl(diphenyl)silyl]methyl trifluoromethanesulfonate
• CAS: 297170-22-0
• 化学式: C₁₈H₂₁F₃O₃SSi
• 分子量: 402.51
• InChiKey: LXTLTCITIYTXQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (tert-butyldiphenylsilyl)methyl trifluoromethanesulfonate 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醚 、 水 、 乙腈 为溶剂， 反应 3.0h， 生成 1-[(tert-butyldiphenylsilyl)methyl]-1,2,3,6-tetrahydro-4-methyl-2-pyridinecarbonitrile
  参考文献：
  名称：

  Tert-Butyldiphenylsilylmethyl Triflate: Preparation and Dipolar Cycloaddition Reactions of 1-(Tert-Butyldiphenylsilylmethyl)-6-Cyano-4-Methyl-1,2,5,6-Tetrahydropyridine

  摘要：

  Alkylation of substituted pyridines with tert-butyldiphenylsilylmethyl triflate provides N-[tert-butyldiphenylsilylmethyl]pyridinium triflates in excellent yields. Reductive cyanation of the pyridinium triflates provides 1-(tert-butyldiphenylsilylmethyl)-6-cyano-1,2,5,6-tetrahydropyridines, azomethine ylid precursors, in modest yields. An unexpected dipolar cycloaddition reaction of an ylid derived from the title 6-cyanopiperidine is described.

  DOI：

  10.1080/00397910008086931
• 作为产物：
  描述：

  叔丁基二苯基氯硅烷 在 lithium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 7.5h， 生成 (tert-butyldiphenylsilyl)methyl trifluoromethanesulfonate
  参考文献：
  名称：

  Tert-Butyldiphenylsilylmethyl Triflate: Preparation and Dipolar Cycloaddition Reactions of 1-(Tert-Butyldiphenylsilylmethyl)-6-Cyano-4-Methyl-1,2,5,6-Tetrahydropyridine

  摘要：

  Alkylation of substituted pyridines with tert-butyldiphenylsilylmethyl triflate provides N-[tert-butyldiphenylsilylmethyl]pyridinium triflates in excellent yields. Reductive cyanation of the pyridinium triflates provides 1-(tert-butyldiphenylsilylmethyl)-6-cyano-1,2,5,6-tetrahydropyridines, azomethine ylid precursors, in modest yields. An unexpected dipolar cycloaddition reaction of an ylid derived from the title 6-cyanopiperidine is described.

  DOI：

  10.1080/00397910008086931

文献信息

• <i>Tert</i>-Butyldiphenylsilylmethyl Triflate: Preparation and Dipolar Cycloaddition Reactions of 1-(<i>Tert</i>-Butyldiphenylsilylmethyl)-6-Cyano-4-Methyl-1,2,5,6-Tetrahydropyridine
  作者：David J. Hart、Ying Huan

  DOI：10.1080/00397910008086931

  日期：2000.9

  Alkylation of substituted pyridines with tert-butyldiphenylsilylmethyl triflate provides N-[tert-butyldiphenylsilylmethyl]pyridinium triflates in excellent yields. Reductive cyanation of the pyridinium triflates provides 1-(tert-butyldiphenylsilylmethyl)-6-cyano-1,2,5,6-tetrahydropyridines, azomethine ylid precursors, in modest yields. An unexpected dipolar cycloaddition reaction of an ylid derived from the title 6-cyanopiperidine is described.