ethyl (2R)-3-hydroxy-2-[(4-methoxyphenyl)methyl]-3-methylbutanoate | 936832-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: ethyl (2R)-3-hydroxy-2-[(4-methoxyphenyl)methyl]-3-methylbutanoate
• CAS: 936832-73-4
• 化学式: C₁₅H₂₂O₄
• 分子量: 266.337
• InChiKey: NDWLJMDPPDXIPI-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (2R)-3-hydroxy-2-[(4-methoxyphenyl)methyl]-3-methylbutanoate 在 甲基磺酰氯 、 三乙胺 作用下， 生成
  参考文献：
  名称：

  Asymmetric synthesis of α-chiral dihydrocinnamates by catalytic reductive aldol coupling and subsequent dehydroxylation

  摘要：

  Optically active dihydrocinnamate derivatives bearing the chiral carbon center at a-position were synthesized by Rh(Phebox)-catalyzed asymmetric reductive aldol coupling reaction with substituted cinnamates and benzaldehyde derivatives and subsequent dehydroxylation reaction. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.10.055
• 作为产物：
  描述：

  对甲氧基肉桂酸乙酯 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 ethyl (2R)-3-hydroxy-2-[(4-methoxyphenyl)methyl]-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

文献信息

• Intermolecular Asymmetric Reductive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox) Catalyst
  作者：Takushi Shiomi、Hisao Nishiyama

  DOI：10.1021/ol070251d

  日期：2007.4.1

  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.
• Asymmetric synthesis of α-chiral dihydrocinnamates by catalytic reductive aldol coupling and subsequent dehydroxylation
  作者：Toru Hashimoto、Takushi Shiomi、Jun-ichi Ito、Hisao Nishiyama

  DOI：10.1016/j.tet.2007.10.055

  日期：2007.12

  Optically active dihydrocinnamate derivatives bearing the chiral carbon center at a-position were synthesized by Rh(Phebox)-catalyzed asymmetric reductive aldol coupling reaction with substituted cinnamates and benzaldehyde derivatives and subsequent dehydroxylation reaction. (c) 2007 Elsevier Ltd. All rights reserved.