(S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-{3-(tert-butyl-dimethyl-silanyloxy)-3-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-prop-1-ynyl}-cyclohex-2-enone | 198407-85-1

• 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: (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-{3-(tert-butyl-dimethyl-silanyloxy)-3-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-prop-1-ynyl}-cyclohex-2-enone
• CAS: 198407-85-1
• 化学式: C₃₀H₄₄O₄Si₂
• 分子量: 524.848
• InChiKey: RYFRKTZFTFJAHR-ALLRNTDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.78
• 重原子数：
  36.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-{3-(tert-butyl-dimethyl-silanyloxy)-3-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-prop-1-ynyl}-cyclohex-2-enone 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以77%的产率得到3-[2-[1-[tert-butyl(dimethyl)silyl]oxy-3-[(3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-oxocyclohexen-1-yl]prop-2-ynyl]phenyl]prop-2-ynal
  参考文献：
  名称：

  First generation of the dienediyne portion of a dienediyne model of the neocarzinostatin chromophore by a McMurry reaction

  摘要：

  The first 3-->6 type ring-closing dienediyne synthesis by means of a McMurry reaction was realized by converting the ketoaldehyde 20 into the 6-/10-membered bicyclic dienediyne 22. Diastereoselective pinacol couplings 20-->23 and 21-->24 giving 6-/10-membered bicyclic enediynediols were possible, too. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10010-7
• 作为产物：
  描述：

  3-{2-[1-(tert-Butyl-dimethyl-silanyloxy)-3-trimethylsilanyl-prop-2-ynyl]-phenyl}-prop-2-yn-1-ol 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 potassium fluoride 、 copper(l) iodide 、 三(2-呋喃基)膦 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 5.0h， 生成 (S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-{3-(tert-butyl-dimethyl-silanyloxy)-3-[2-(3-hydroxy-prop-1-ynyl)-phenyl]-prop-1-ynyl}-cyclohex-2-enone
  参考文献：
  名称：

  First generation of the dienediyne portion of a dienediyne model of the neocarzinostatin chromophore by a McMurry reaction

  摘要：

  The first 3-->6 type ring-closing dienediyne synthesis by means of a McMurry reaction was realized by converting the ketoaldehyde 20 into the 6-/10-membered bicyclic dienediyne 22. Diastereoselective pinacol couplings 20-->23 and 21-->24 giving 6-/10-membered bicyclic enediynediols were possible, too. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)10010-7