benzyl (2R)-2-benzyl-3-hydroxy-3-methylbutanoate | 936832-68-7

• 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: benzyl (2R)-2-benzyl-3-hydroxy-3-methylbutanoate
• CAS: 936832-68-7
• 化学式: C₁₉H₂₂O₃
• 分子量: 298.382
• InChiKey: NLXBONSJMWQITB-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl (2R)-2-benzyl-3-hydroxy-3-methylbutanoate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 30.0 ℃ 、101.33 kPa 条件下， 反应 9.0h， 以91%的产率得到(2R)-2-benzyl-3-hydroxy-3-methylbutanoic acid
  参考文献：
  名称：

  Intermolecular Asymmetric Reductive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox) Catalyst

  摘要：

  The conjugate reduction of cinnamates with hydrosilane and chiral Rh(Phebox-ip) catalyst in the presence of excess acetone is shown to provide the corresponding intermolecular reductive aldol product in extremely high enantioselectivity (up to 98%). Several cinnamates and crotonate substrates and several ketone acceptors were also examined.

  DOI：

  10.1021/ol070251d
• 作为产物：
  描述：

  (E)-cinnamic acid benzyl ester 在 chiral rhodium-(bis(oxazolinyl)phenyl-ip)(OAc)2(H₂O) 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 benzyl (2R)-2-benzyl-3-hydroxy-3-methylbutanoate
  参考文献：
  名称：

  Intermolecular Asymmetric Reductive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox) Catalyst

  摘要：

  The conjugate reduction of cinnamates with hydrosilane and chiral Rh(Phebox-ip) catalyst in the presence of excess acetone is shown to provide the corresponding intermolecular reductive aldol product in extremely high enantioselectivity (up to 98%). Several cinnamates and crotonate substrates and several ketone acceptors were also examined.

  DOI：

  10.1021/ol070251d