3-hydroxy-N-((S)-1-methoxycarbonylethyl)-2,2-dimethylsuccinamidic acid 2-(2-methoxyethoxy)ethyl ester | 1235998-35-2

• 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: 3-hydroxy-N-((S)-1-methoxycarbonylethyl)-2,2-dimethylsuccinamidic acid 2-(2-methoxyethoxy)ethyl ester
• CAS: 1235998-35-2
• 化学式: C₁₅H₂₇NO₈
• 分子量: 349.381
• InChiKey: ZDKPSTDCLPZKMI-VUWPPUDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.74
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  120.39
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  (S)-2-(2-oxoacetylamino)-propionic acid methyl ester 、 [1-[2-(2-methoxyethoxy)ethoxy]-2-methylprop-1-enoxy]-trimethylsilane 以 水 为溶剂， 反应 24.0h， 以42%的产率得到3-hydroxy-N-((S)-1-methoxycarbonylethyl)-2,2-dimethylsuccinamidic acid 2-(2-methoxyethoxy)ethyl ester
  参考文献：
  名称：

  Functionalization of Peptides and Proteins by Mukaiyama Aldol Reaction

  摘要：

  The scope of the catalyst-free water-based Mukaiyama aldol reaction was explored through its application to the site-selective functionalization of N-terminal aldehydes of peptides and proteins. Various functional groups were introduced under mild and environmentally friendly conditions, with the first demonstration of aldol C-C bond formation in protein labeling studies. The efficiency and speed achieved in protein labeling can be of special interest in chemical biology studies.

  DOI：

  10.1021/ja102733a