1-(tert-butyldiphenylsilanyloxy)-8-phenylocta-4,7-diyn-6-ol | 916484-48-5

• 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: 1-(tert-butyldiphenylsilanyloxy)-8-phenylocta-4,7-diyn-6-ol
• 英文别名: 8-[Tert-butyl(diphenyl)silyl]oxy-1-phenylocta-1,4-diyn-3-ol
• CAS: 916484-48-5
• 化学式: C₃₀H₃₂O₂Si
• 分子量: 452.668
• InChiKey: NPHWKXJNBGWMST-UHFFFAOYSA-N

物化性质

• 沸点：
  555.8±50.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(tert-butyldiphenylsilanyloxy)-8-phenylocta-4,7-diyn-6-ol 在 barium permanganate 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-(tert-butyldiphenylsilanyloxy)-6-(dibromomethylidene)-8-phenylocta-4,7-diyne
  参考文献：
  名称：

  Synthesis and Stability of a Homologous Series of Triynol Natural Products and Their Analogues

  摘要：

  A series of polyyne natural products 1, 13, and 31 and analogues 14, 21, and 22 are synthesized in six steps. The key step is a Fritsch-Buttenberg-Wiechell rearrangement in which a triyne framework is formed from the appropriate dibromoolefin precursor. Terminal conjugated triynes 13 and 14 are obtained as highly unstable products that rapidly decompose under ambient conditions. The stability of triynols increases via either the addition of methylene units (i.e., 6 -> 31 -> 1) or addition of terminal substituents (i.e., 13 -> 21 or 31).

  DOI：

  10.1021/jo061588g
• 作为产物：
  描述：

  tert-butyl-pent-4-ynyloxy-diphenyl-silane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 生成 1-(tert-butyldiphenylsilanyloxy)-8-phenylocta-4,7-diyn-6-ol
  参考文献：
  名称：

  Synthesis and Stability of a Homologous Series of Triynol Natural Products and Their Analogues

  摘要：

  A series of polyyne natural products 1, 13, and 31 and analogues 14, 21, and 22 are synthesized in six steps. The key step is a Fritsch-Buttenberg-Wiechell rearrangement in which a triyne framework is formed from the appropriate dibromoolefin precursor. Terminal conjugated triynes 13 and 14 are obtained as highly unstable products that rapidly decompose under ambient conditions. The stability of triynols increases via either the addition of methylene units (i.e., 6 -> 31 -> 1) or addition of terminal substituents (i.e., 13 -> 21 or 31).

  DOI：

  10.1021/jo061588g

文献信息

• Synthesis and Stability of a Homologous Series of Triynol Natural Products and Their Analogues
  作者：Thanh Luu、Rik R. Tykwinski

  DOI：10.1021/jo061588g

  日期：2006.11.1

  A series of polyyne natural products 1, 13, and 31 and analogues 14, 21, and 22 are synthesized in six steps. The key step is a Fritsch-Buttenberg-Wiechell rearrangement in which a triyne framework is formed from the appropriate dibromoolefin precursor. Terminal conjugated triynes 13 and 14 are obtained as highly unstable products that rapidly decompose under ambient conditions. The stability of triynols increases via either the addition of methylene units (i.e., 6 -> 31 -> 1) or addition of terminal substituents (i.e., 13 -> 21 or 31).