(R)-13-(tert-butyldimethylsilyloxy)-2,2,3,3,17,17-hexamethyl-16,16-diphenyl-4,15-dioxa-3,16-disilaoctadec-8-yn-7-yl benzoate | 1093663-62-7

• 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: (R)-13-(tert-butyldimethylsilyloxy)-2,2,3,3,17,17-hexamethyl-16,16-diphenyl-4,15-dioxa-3,16-disilaoctadec-8-yn-7-yl benzoate
• CAS: 1093663-62-7
• 化学式: C₄₅H₆₈O₅Si₃
• 分子量: 773.288
• InChiKey: WKFJQRHOXFRLNN-KLMICZSBSA-N

物化性质

• 沸点：
  700.3±60.0 °C(predicted)
• 密度：
  1.02±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.76
• 重原子数：
  53.0
• 可旋转键数：
  16.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-13-(tert-butyldimethylsilyloxy)-2,2,3,3,17,17-hexamethyl-16,16-diphenyl-4,15-dioxa-3,16-disilaoctadec-8-yn-7-yl benzoate 在 甲醇 、 potassium carbonate 作用下， 反应 4.0h， 以81%的产率得到(R)-13-(tert-butyldimethylsilyloxy)-2,2,3,3,17,17-hexamethyl-16,16-diphenyl-4,15-dioxa-3,16-disilaoctadec-8-yn-7-ol
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals

  摘要：

  The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.

  DOI：

  10.1021/ol802491m
• 作为产物：
  描述：

  (R)-13-(tert-butyldimethylsilyloxy)-2,2,3,3,17,17-hexamethyl-16,16-diphenyl-4,15-dioxa-3,16-disilaoctadec-8-yn-7-ol 、 苯甲酸 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-13-(tert-butyldimethylsilyloxy)-2,2,3,3,17,17-hexamethyl-16,16-diphenyl-4,15-dioxa-3,16-disilaoctadec-8-yn-7-yl benzoate
  参考文献：
  名称：

  Au-Catalyzed Cyclization of Monopropargylic Triols: An Expedient Synthesis of Monounsaturated Spiroketals

  摘要：

  The gold-catalyzed cyclization of monopropargylic triols to form olefin-containing spiroketals is reported. The reactions are rapid and high yielding when 2 mol % of the catalyst generated in situ from Au[P(t-BU)(2)(o-biphenyI)]Cl and AgOTf is employed in THF at 0 degrees C. A range of differentially substituted triols leading to substituted 5- and 6-membered ring spiroketals were prepared and function well in the reaction.

  DOI：

  10.1021/ol802491m