(R)-N-[(1R)-4-[(4-methoxyphenyl)methoxy]-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]-2-methylpropane-2-sulfinamide | 1426585-68-3

• 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: (R)-N-[(1R)-4-[(4-methoxyphenyl)methoxy]-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]-2-methylpropane-2-sulfinamide
• CAS: 1426585-68-3
• 化学式: C₂₂H₃₈BNO₅S
• 分子量: 439.424
• InChiKey: RJNBXSCTBATIAW-WWOZWPLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.04
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  85.2
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-N-[(1R)-4-[(4-methoxyphenyl)methoxy]-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]-2-methylpropane-2-sulfinamide 在 盐酸 、 甲醇 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Improving Carbene–Copper-Catalyzed Asymmetric Synthesis of α-Aminoboronic Esters Using Benzimidazole-Based Precursors

  摘要：

  By using a benzimidazole core and N-substitutions to tune the electronic properties of the corresponding N-heterocyclic carbenes, a one-pot protocol for efficient synthesis of alpha-aminoboronic esters without the need of a glovebox was developed in this work. The starting materials for the transformation can also be extended from aldehydes to ketones. An alternative protocol with short reaction time using preformed carbene-copper chloride is also described.

  DOI：

  10.1021/jo4000477
• 作为产物：
  描述：

  (S(R))-2-methyl-N-{4-[(4-methoxyphenyl)methoxy]-butylidene}-2-propanesulfinamide 、 联硼酸频那醇酯 在 C₂₇H₁₈ClCuN₂ 、 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以85%的产率得到(R)-N-[(1R)-4-[(4-methoxyphenyl)methoxy]-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl]-2-methylpropane-2-sulfinamide
  参考文献：
  名称：

  Improving Carbene–Copper-Catalyzed Asymmetric Synthesis of α-Aminoboronic Esters Using Benzimidazole-Based Precursors

  摘要：

  By using a benzimidazole core and N-substitutions to tune the electronic properties of the corresponding N-heterocyclic carbenes, a one-pot protocol for efficient synthesis of alpha-aminoboronic esters without the need of a glovebox was developed in this work. The starting materials for the transformation can also be extended from aldehydes to ketones. An alternative protocol with short reaction time using preformed carbene-copper chloride is also described.

  DOI：

  10.1021/jo4000477