5-(3-methoxy-5-methyl-2-((trimethylsilyl)ethynyl)benzyl)-2,2,3,3,11,11-hexamethyl-10,10-diphenyl-4,9-dioxa-3,10-disiladodec-6-yne | 1256811-88-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-(3-methoxy-5-methyl-2-((trimethylsilyl)ethynyl)benzyl)-2,2,3,3,11,11-hexamethyl-10,10-diphenyl-4,9-dioxa-3,10-disiladodec-6-yne
• 英文别名: Tert-butyl-[4-[tert-butyl(dimethyl)silyl]oxy-5-[3-methoxy-5-methyl-2-(2-trimethylsilylethynyl)phenyl]pent-2-ynoxy]-diphenylsilane
• CAS: 1256811-88-7
• 化学式: C₄₀H₅₆O₃Si₃
• 分子量: 669.139
• InChiKey: ZQTAAONMEZPEGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.75
• 重原子数：
  46
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(3-methoxy-5-methyl-2-((trimethylsilyl)ethynyl)benzyl)-2,2,3,3,11,11-hexamethyl-10,10-diphenyl-4,9-dioxa-3,10-disiladodec-6-yne 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 以86%的产率得到4-(tert-butyldimethylsilyloxy)-5-(2-ethynyl-3-methoxy-5-methylphenyl)pent-2-yn-1-ol
  参考文献：
  名称：

  Synthesis of the Landomycinone Skeleton

  摘要：

  The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.

  DOI：

  10.1021/jo1018377
• 作为产物：
  描述：

  5-(tert-butyldiphenylsilyloxy)-1-(3-methoxy-5-methyl-2-((trimethylsilyl)ethynyl)phenyl)pent-3-yn-2-ol 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到5-(3-methoxy-5-methyl-2-((trimethylsilyl)ethynyl)benzyl)-2,2,3,3,11,11-hexamethyl-10,10-diphenyl-4,9-dioxa-3,10-disiladodec-6-yne
  参考文献：
  名称：

  Synthesis of the Landomycinone Skeleton

  摘要：

  The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by Wilkinson's catalyst to build rings B and C concomitantly and (2) a ring-closing metathesis followed by aromatization to build ring D.

  DOI：

  10.1021/jo1018377