ethyl 2-hydroxy-4-methoxy-2-phenylbutanoate | 137040-07-4

• 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 2-hydroxy-4-methoxy-2-phenylbutanoate
• CAS: 137040-07-4
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: KDEPGRXIAWQHKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.47
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-hydroxy-4-methoxy-2-phenylbutanoate 、 奎宁环-3-醇 在 sodium 作用下， 生成 1-Azabicyclo[2.2.2]octan-3-yl 2-hydroxy-4-methoxy-2-phenylbutanoate
  参考文献：
  名称：

  Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl .alpha.-(alkoxyalkyl)-.alpha.-aryl-.alpha.-hydroxyacetates

  摘要：

  Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.

  DOI：

  10.1021/jm00114a006
• 作为产物：
  描述：

  苯乙烯 在 盐酸 、 氢氧化钾 、 三氟甲磺酸酐 、 铬酸 、 溶剂黄146 、 zinc(II) iodide 、 zinc(II) chloride 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 104.0h， 生成 ethyl 2-hydroxy-4-methoxy-2-phenylbutanoate
  参考文献：
  名称：

  Synthesis and muscarinic cholinergic receptor affinities of 3-quinuclidinyl .alpha.-(alkoxyalkyl)-.alpha.-aryl-.alpha.-hydroxyacetates

  摘要：

  Seven analogues of 3-quinuclidinyl benzilate (QNB) in which one phenyl ring was replaced by an alkoxyalkyl moiety were synthesized and their affinities for the muscarinic cholinergic receptor determined. An oxygen in the beta-position of the moiety was not well-tolerated. By contrast, an oxygen in the gamma-position did not change the affinity for the muscarinic receptor. However, when a bromine was placed on the remaining phenyl ring, the affinity was significantly reduced in striking contrast to results obtained on halogenation of QNB.

  DOI：

  10.1021/jm00114a006