(S)-2-[2-(naphthalen-2-yloxy)-acetylamino]-3-phenyl-propionic acid methyl ester | 107491-95-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2-[2-(naphthalen-2-yloxy)-acetylamino]-3-phenyl-propionic acid methyl ester
• 英文别名: methyl (2S)-2-[(2-naphthalen-2-yloxyacetyl)amino]-3-phenylpropanoate
• CAS: 107491-95-2
• 化学式: C₂₂H₂₁NO₄
• 分子量: 363.413
• InChiKey: WRMHUCSQJDZHRP-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-[2-(naphthalen-2-yloxy)-acetylamino]-3-phenyl-propionic acid methyl ester 在 水 、 三乙胺 、 lithium bromide 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以96%的产率得到(S)-2-[2-(naphthalen-2-yloxy)-acetylamino]-3-phenyl-propionic acid
  参考文献：
  名称：

  A mild hydrolysis of esters mediated by lithium salts

  摘要：

  When treated with amine bases such as triethylamine and various lithium salts in wet solvents, esters are efficiently hydrolyzed to the corresponding acids in good yields. Esters incorporating an alpha- or beta-heteroatom with respect to the ester carbonyl group are hydrolyzed rapidly even at room temperature. To further demonstrate the usefulness of this method, one example is provided where hydrolysis of acetylated camphorsultam is mediated by LiBr. (c) 2007 Elsevier Ltd. All riehts reserved.

  DOI：

  10.1016/j.tetlet.2007.02.029
• 作为产物：
  描述：

  (2-萘氧基)乙酸甲酯 在 水 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 三乙胺 、 lithium bromide 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.25h， 生成 (S)-2-[2-(naphthalen-2-yloxy)-acetylamino]-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  A mild hydrolysis of esters mediated by lithium salts

  摘要：

  When treated with amine bases such as triethylamine and various lithium salts in wet solvents, esters are efficiently hydrolyzed to the corresponding acids in good yields. Esters incorporating an alpha- or beta-heteroatom with respect to the ester carbonyl group are hydrolyzed rapidly even at room temperature. To further demonstrate the usefulness of this method, one example is provided where hydrolysis of acetylated camphorsultam is mediated by LiBr. (c) 2007 Elsevier Ltd. All riehts reserved.

  DOI：

  10.1016/j.tetlet.2007.02.029

文献信息

• A mild hydrolysis of esters mediated by lithium salts
  作者：Sara Mattsson、Mikael Dahlström、Staffan Karlsson

  DOI：10.1016/j.tetlet.2007.02.029

  日期：2007.4

  When treated with amine bases such as triethylamine and various lithium salts in wet solvents, esters are efficiently hydrolyzed to the corresponding acids in good yields. Esters incorporating an alpha- or beta-heteroatom with respect to the ester carbonyl group are hydrolyzed rapidly even at room temperature. To further demonstrate the usefulness of this method, one example is provided where hydrolysis of acetylated camphorsultam is mediated by LiBr. (c) 2007 Elsevier Ltd. All riehts reserved.