(5-Ethenyl-5-methyl-6-trimethylsilyloxycyclohexen-1-yl)oxy-trimethylsilane | 1352410-68-4

• 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: (5-Ethenyl-5-methyl-6-trimethylsilyloxycyclohexen-1-yl)oxy-trimethylsilane
• CAS: 1352410-68-4
• 化学式: C₁₅H₃₀O₂Si₂
• 分子量: 298.573
• InChiKey: AMYXVWANRGGUOV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (5-Ethenyl-5-methyl-6-trimethylsilyloxycyclohexen-1-yl)oxy-trimethylsilane 在 N-甲基吗啉 、 盐酸 、 甲醇 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 2-氯-4,6-二甲氧基-1,3,5-三嗪 、 ammonium acetate 、 四氯化锡 、 sodium cyanoborohydride 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 57.25h， 生成 <6aα*-(6aα,9α,10α,10aα)>-10-formamido-2,6,6a,7,8,9,10,10a-octahydro-6,6,9-trimethyl-9-vinylnaphth<1.2.3-cd>indole
  参考文献：
  名称：

  Total Synthesis of Hapalindoles J and U

  摘要：

  The total synthesis of D,L-hapalindoles J and U has been accomplished. Hapalindole J was prepared in 11% overall yield over 11 synthetic steps and hapalindole U was prepared in 25% overall yield over 13 synthetic steps from commercially available materials. The route employs a novel silyl ether-based strategy for accessing the 6:5:6:6 ring system of the hapafindoles rapidly and in good yields.

  DOI：

  10.1021/jo202139k
• 作为产物：
  描述：

  3-Ethenyl-2-hydroxy-3-methylcyclohexan-1-one 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 3.58h， 生成 (5-Ethenyl-5-methyl-6-trimethylsilyloxycyclohexen-1-yl)oxy-trimethylsilane
  参考文献：
  名称：

  Total Synthesis of Hapalindoles J and U

  摘要：

  The total synthesis of D,L-hapalindoles J and U has been accomplished. Hapalindole J was prepared in 11% overall yield over 11 synthetic steps and hapalindole U was prepared in 25% overall yield over 13 synthetic steps from commercially available materials. The route employs a novel silyl ether-based strategy for accessing the 6:5:6:6 ring system of the hapafindoles rapidly and in good yields.

  DOI：

  10.1021/jo202139k

文献信息

• Total Synthesis of Hapalindoles J and U
  作者：Ryan J. Rafferty、Robert M. Williams

  DOI：10.1021/jo202139k

  日期：2012.1.6

  The total synthesis of D,L-hapalindoles J and U has been accomplished. Hapalindole J was prepared in 11% overall yield over 11 synthetic steps and hapalindole U was prepared in 25% overall yield over 13 synthetic steps from commercially available materials. The route employs a novel silyl ether-based strategy for accessing the 6:5:6:6 ring system of the hapafindoles rapidly and in good yields.