(R)-N-((R)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-8-yn-7-yl)-2-methylpropane-2-sulfinamide | 1221438-94-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (R)-N-((R)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-8-yn-7-yl)-2-methylpropane-2-sulfinamide
• CAS: 1221438-94-3
• 化学式: C₃₃H₅₃NO₃SSi₂
• 分子量: 600.026
• InChiKey: LTCKXTGAOABONN-BYUPDSDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.79
• 重原子数：
  40.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-N-((R)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-8-yn-7-yl)-2-methylpropane-2-sulfinamide 、 3-溴丙炔 在 六甲基磷酰三胺 、 正丁基锂 作用下， 以82%的产率得到(R)-N-[(3R)-7-[tert-butyl(dimethyl)silyl]oxy-1-[tert-butyl(diphenyl)silyl]oxyhept-4-yn-3-yl]-2-methyl-N-prop-2-ynylpropane-2-sulfinamide
  参考文献：
  名称：

  The tert-Butylsulfinamide Lynchpin in Transition-Metal-Mediated Multiscaffold Library Synthesis

  摘要：

  A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition-metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The tert-butylsulfinamide group has been identified as a particularly versatile lynchpin in these reactions, with a reactivity profile uniquely suited for efficient, stereoselective substrate synthesis and downstream transformations. This approach provides 10 distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.

  DOI：

  10.1021/ol100574y
• 作为产物：
  描述：

  (R_S)-N-{3-[(tert-butyldiphenylsilyl)oxy]propylidene}-2-methylpropane-2-sulfinamide 、 4-(叔丁基二甲基硅杂氧基)-1-丁炔 在 lithium hexamethyldisilazane 作用下， 以85%的产率得到(R)-N-((R)-2,2,13,13,14,14-hexamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-8-yn-7-yl)-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  The tert-Butylsulfinamide Lynchpin in Transition-Metal-Mediated Multiscaffold Library Synthesis

  摘要：

  A unified synthetic approach to diverse polycyclic scaffolds has been developed using transition-metal-mediated cycloaddition and cyclization reactions of enynes and diynes. The tert-butylsulfinamide group has been identified as a particularly versatile lynchpin in these reactions, with a reactivity profile uniquely suited for efficient, stereoselective substrate synthesis and downstream transformations. This approach provides 10 distinct, functionalized scaffold classes related to common core structures in alkaloid and terpenoid natural products.

  DOI：

  10.1021/ol100574y