1-(1,7-dicarba-closo-dodecaboran-1-yl)benzyl alcohol | 257889-08-0

• 英文名称: 1-(1,7-dicarba-closo-dodecaboran-1-yl)benzyl alcohol
• 英文别名: (1,7-dicarba-closo-dodecaboran-1-yl)benzyl alcohol
• CAS: 257889-08-0；257889-15-9
• 化学式: C₉H₁₈B₁₀O
• 分子量: 250.351
• InChiKey: FGGIQZOHMZKDKJ-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(1,7-dicarba-closo-dodecaboran-1-yl)benzyl alcohol 、 乙酸酐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以97%的产率得到1-(1,7-dicarba-closo-dodecaboran-1-yl)benzyl acetate
  参考文献：
  名称：

  Lipase-catalyzed asymmetric acylation of boron cluster-containing secondary alcohols

  摘要：

  The lipase-catalyzed asymmetric acetylation of secondary alcohols containing a carborane (boron cluster) moiety was investigated. Most lipases examined showed poor catalytic activity toward carborane-containing secondary alcohol la, but lipase TL efficiently catalyzed the acetylation of la with high enantioselectivity, to afford (R)-3a. This selectivity is similar to that of the general lipase-catalyzed acylation of secondary alcohols. Utilizing lipase TL, we succeeded in the resolution of carborane-containing alcohol 5, synthesized as a progesterone receptor ligand candidate, and evaluated the activities of the two enantiomers. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.10.009
• 作为产物：
  描述：

  1,7-dicarba-closo-dodecaborane(12) 、 苯甲醛 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.5h， 以87%的产率得到1-(1,7-dicarba-closo-dodecaboran-1-yl)benzyl alcohol
  参考文献：
  名称：

  Lipase-catalyzed asymmetric acylation of boron cluster-containing secondary alcohols

  摘要：

  The lipase-catalyzed asymmetric acetylation of secondary alcohols containing a carborane (boron cluster) moiety was investigated. Most lipases examined showed poor catalytic activity toward carborane-containing secondary alcohol la, but lipase TL efficiently catalyzed the acetylation of la with high enantioselectivity, to afford (R)-3a. This selectivity is similar to that of the general lipase-catalyzed acylation of secondary alcohols. Utilizing lipase TL, we succeeded in the resolution of carborane-containing alcohol 5, synthesized as a progesterone receptor ligand candidate, and evaluated the activities of the two enantiomers. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.10.009

文献信息

• Electronic Effects of Icosahedral Carboranes. Retentive Solvolysis of (1,2-Dicarba-<i>c</i><i>loso</i>-dodecaboran-1-yl)benzyl <i>p</i>-Toluenesulfonates
  作者：Yasuyuki Endo、Takehiko Sawabe、Yoshiyuki Taoda

  DOI：10.1021/ja993517n

  日期：2000.1.1