(R)-methyl 3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate | 1346752-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (R)-methyl 3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate
• 英文别名: methyl (R)-3-(4-hydroxy-3-methoxyphenyl)-3-hydroxypropanoate；pisoninol I；methyl (3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate
• CAS: 1346752-20-2
• 化学式: C₁₁H₁₄O₅
• 分子量: 226.229
• InChiKey: HZXWAYXFSSLTTI-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  甲醇 、 4-羟基-3-甲氧基肉桂醛 在 [Ethoxycarbonyl(methyl)amino] 2-nitrobenzenesulfonate 、 C₂₂H₂₃N₂O⁽¹⁺⁾*Cl^(1-) 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 以58%的产率得到(R)-methyl 3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate
  参考文献：
  名称：

  N-Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β-Hydroxylation of Enals

  摘要：

  An N-heterocyclic carbene-catalyzed beta-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to beta-hydroxyl esters that are widely found in natural products and bioactive molecules.

  DOI：

  10.1021/ja511371a

文献信息

• N-Heterocyclic Carbene-Catalyzed Radical Reactions for Highly Enantioselective β-Hydroxylation of Enals
  作者：Yuexia Zhang、Yu Du、Zhijian Huang、Jianfeng Xu、Xingxing Wu、Yuhuang Wang、Ming Wang、Song Yang、Richard D. Webster、Yonggui Robin Chi

  DOI：10.1021/ja511371a

  日期：2015.2.25

  An N-heterocyclic carbene-catalyzed beta-hydroxylation of enals is developed. The reaction goes through a pathway involving multiple radical intermediates, as supported by experimental observations. This oxidative single-electron-transfer reaction allows for highly enantioselective access to beta-hydroxyl esters that are widely found in natural products and bioactive molecules.