N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester | 444753-78-0

• 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: N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester
• 英文别名: benzyl (2S)-3-methyl-2-[N-methyl-2-(2-oxoethyl)-3-phenylmethoxyanilino]butanoate
• CAS: 444753-78-0
• 化学式: C₂₈H₃₁NO₄
• 分子量: 445.558
• InChiKey: WDJFHKROIYZEPU-MHZLTWQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis of 7-Substituted Benzolactam-V8s and Their Selectivity for Protein Kinase C Isozymes

  摘要：

  [GRAPHICS]Condensation Of L-valine benzyl ester toluenesulfonic acid salt with a substituted cyclohexadione followed by aromatization with the assistance of NBS provides an N-aryl L-valine benzyl ester. This intermediate is converted into 7-substituted benzolactam-V8s using an asymmetric Strecker reaction as the key step. The target molecules show a different pattern of isozyme selectivity relative to the 8-substituted benzolactam-V8s.

  DOI：

  10.1021/ol026125l
• 作为产物：
  描述：

  N-methyl-N-[3-hydroxy-2-(2`-hydroxyethyl)]phenyl-(S)-valine 在 potassium carbonate 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 0.5h， 生成 N-methyl-N-[3-benzyloxy-2-(2`-oxo-ethyl)]phenyl-(S)-valine benzyl ester
  参考文献：
  名称：

  Synthesis of 7-Substituted Benzolactam-V8s and Their Selectivity for Protein Kinase C Isozymes

  摘要：

  [GRAPHICS]Condensation Of L-valine benzyl ester toluenesulfonic acid salt with a substituted cyclohexadione followed by aromatization with the assistance of NBS provides an N-aryl L-valine benzyl ester. This intermediate is converted into 7-substituted benzolactam-V8s using an asymmetric Strecker reaction as the key step. The target molecules show a different pattern of isozyme selectivity relative to the 8-substituted benzolactam-V8s.

  DOI：

  10.1021/ol026125l

文献信息

• Synthesis of 7-Substituted Benzolactam-V8s and Their Selectivity for Protein Kinase C Isozymes
  作者：Dawei Ma、Guozhi Tang、Alan P. Kozikowski

  DOI：10.1021/ol026125l

  日期：2002.7.1

  [GRAPHICS]Condensation Of L-valine benzyl ester toluenesulfonic acid salt with a substituted cyclohexadione followed by aromatization with the assistance of NBS provides an N-aryl L-valine benzyl ester. This intermediate is converted into 7-substituted benzolactam-V8s using an asymmetric Strecker reaction as the key step. The target molecules show a different pattern of isozyme selectivity relative to the 8-substituted benzolactam-V8s.