2-[6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hex-1-ynyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | 851786-73-7

• 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: 2-[6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hex-1-ynyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• 英文别名: Tert-butyl-dimethyl-[1-phenylmethoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)hex-5-yn-2-yl]oxysilane
• CAS: 851786-73-7
• 化学式: C₂₅H₄₁BO₄Si
• 分子量: 444.495
• InChiKey: ZGCYGTLCLMPWBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Tert-butyl-dimethyl-(1-phenylmethoxyhex-5-en-2-yloxy)silane 、 2-[6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hex-1-ynyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 以86%的产率得到2-[(E)-6-Benzyloxy-1-[5-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-1-methylene-pentyl]-5-(tert-butyl-dimethyl-silanyloxy)-hex-1-enyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
  参考文献：
  名称：

  Boron-Directed Regio- and Stereoselective Enyne Cross Metathesis:  Efficient Synthesis of Vinyl Boronate Containing 1,3-Dienes

  摘要：

  Regio- and stereoselective enyne cross metathesis reactions between borylated alkynes and terminal alkenes were realized to provide a variety of functionalized vinyl boronates. High chemical yield and regioselectivity was achieved irrespective of substituents on the alkyne and alkene counterparts, whereas Z/E-selectivity was found to be dependent upon the substituents both on the alkyne and alkene.

  DOI：

  10.1021/ol050542r
• 作为产物：
  描述：

  、 异丙醇频哪醇硼酸酯 生成 2-[6-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-hex-1-ynyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
  参考文献：
  名称：

  Boron-Directed Regio- and Stereoselective Enyne Cross Metathesis:  Efficient Synthesis of Vinyl Boronate Containing 1,3-Dienes

  摘要：

  Regio- and stereoselective enyne cross metathesis reactions between borylated alkynes and terminal alkenes were realized to provide a variety of functionalized vinyl boronates. High chemical yield and regioselectivity was achieved irrespective of substituents on the alkyne and alkene counterparts, whereas Z/E-selectivity was found to be dependent upon the substituents both on the alkyne and alkene.

  DOI：

  10.1021/ol050542r