(S)-2-(4-nitro-benzoylamino)-pentanedioic acid 5-ethyl ester | 936125-94-9

• 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-(4-nitro-benzoylamino)-pentanedioic acid 5-ethyl ester
• 英文别名: N-(4-nitro-benzoyl)-L-glutamic acid-5-ethyl ester；N-(4-Nitro-benzoyl)-L-glutaminsaeure-5-aethylester；(2S)-5-ethoxy-2-[(4-nitrobenzoyl)amino]-5-oxopentanoic acid
• CAS: 936125-94-9
• 化学式: C₁₄H₁₆N₂O₇
• 分子量: 324.29
• InChiKey: NFMPCQTYEITKEP-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (S)-2-(4-nitro-benzoylamino)-pentanedioic acid 5-ethyl ester 在 氨 作用下， 生成 N²-(4-nitro-benzoyl)-L-glutamine
  参考文献：
  名称：

  616的合成ñ - p -aminobenzoyl-DL-和-L-谷氨酰胺和-DL-异谷氨酰胺

  摘要：

  DOI：

  10.1039/jr9500003159
• 作为产物：
  描述：

  N-(4-硝基苯甲酰)-L-谷氨酸二乙酯 在 水 、 三乙胺 、 lithium bromide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以98%的产率得到(S)-2-(4-nitro-benzoylamino)-pentanedioic acid 5-ethyl 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

• Pteroic Acid Derivatives. III. Pteroyl-γ-glutamylglutamic Acid and Pteroyl-γ-glutamyl-γ-glutamylglutamic Acid
  作者：J. H. Boothe、J. Semb、C. W. Waller、R. B. Angier、J. H. Mowat、B. L. Hutchings、E. L. R. Stokstad、Y. SubbaRow

  DOI：10.1021/ja01175a010

  日期：1949.7
• 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.
• 616. The synthesis of N-p-aminobenzoyl-DL- and -L-glutamine and -DL-isoglutamine
  作者：F. E. King、P. C. Spensley

  DOI：10.1039/jr9500003159

  日期：——