ethyl 4-hydroxy-4(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate | 1226953-89-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4-hydroxy-4(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate
• 英文别名: Ethyl 4-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate；ethyl 4-hydroxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate
• CAS: 1226953-89-4
• 化学式: C₁₃H₂₅BO₅
• 分子量: 272.149
• InChiKey: LETKGQKJPJIAKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙酰丙酸乙酯 、 联硼酸频那醇酯 在 [1,3-dicyclohexylimidazol-2-yl]copper(I) chloride 、 sodium t-butanolate 、 silica gel 作用下， 以 甲苯 为溶剂， 反应 2.5h， 生成 ethyl 4-hydroxy-4(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentanoate
  参考文献：
  名称：

  Copper-Catalyzed Diboration of Ketones: Facile Synthesis of Tertiary α-Hydroxyboronate Esters

  摘要：

  The diboration of ketones with the (ICy)CuOt-Bu catalyst was developed to provide access to tertiary alpha-hydroxyboronate esters. The (ICy)CuOt-Bu catalyst was generated in situ with (ICy)CuCI and NaOt-Bu to afford a more efficient catalyst than the preformed (ICy)CuOt-Bu. These conditions result in the diboration of various ketones in toluene at 50 degrees C in 2-22 h. Treatment of the resulting products with silica gel affords the corresponding a-hydroxyboronate esters.

  DOI：

  10.1021/ol100468f

文献信息

• Copper-Catalyzed Diboration of Ketones: Facile Synthesis of Tertiary α-Hydroxyboronate Esters
  作者：Melissa L. McIntosh、Cameron M. Moore、Timothy B. Clark

  DOI：10.1021/ol100468f

  日期：2010.5.7

  The diboration of ketones with the (ICy)CuOt-Bu catalyst was developed to provide access to tertiary alpha-hydroxyboronate esters. The (ICy)CuOt-Bu catalyst was generated in situ with (ICy)CuCI and NaOt-Bu to afford a more efficient catalyst than the preformed (ICy)CuOt-Bu. These conditions result in the diboration of various ketones in toluene at 50 degrees C in 2-22 h. Treatment of the resulting products with silica gel affords the corresponding a-hydroxyboronate esters.