dimethyl 2-methylthioethyl-c-5-(2-hydroxyphenyl)-pyrrolidine-c-3,t-4-dicarboxylate-r-2-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: dimethyl 2-methylthioethyl-c-5-(2-hydroxyphenyl)-pyrrolidine-c-3,t-4-dicarboxylate-r-2-carboxylic acid
• 英文别名: (2R,3S,4S,5S)-5-(2-hydroxyphenyl)-3,4-bis(methoxycarbonyl)-2-(2-methylsulfanylethyl)pyrrolidine-2-carboxylic acid
• 化学式: C₁₈H₂₃NO₇S
• 分子量: 397.449
• InChiKey: GOLAKWXRBXRUPE-HNSFDTNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  148
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  L-蛋氨酸 、 水杨醛 、 马来酸二甲酯 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以27.7%的产率得到dimethyl 2-methylthioethyl-c-5-(2-hydroxyphenyl)-pyrrolidine-t-3,c-4-dicarboxylate-r-2-carboxylic acid
  参考文献：
  名称：

  Non-decarboxylative 1,3-dipolar cycloadditions of imines of α-amino acids as a route to proline derivatives.

  摘要：

  alpha-Amino acids react with aryl aldehydes in the presence of N-substituted maleimides to yield stereospecific cycloadducts (3a,b) with dimethyl fumarate to give isometric mixtures of (4a-i) and (5a-i). The relatively low yield in the case of dimethyl fumarate is presumably due to the steric interaction between the dipolarophile and the substituents at both ends of the dipole.

  DOI：

  10.1016/s0040-4020(01)81114-5

文献信息

• Non-decarboxylative 1,3-dipolar cycloadditions of imines of α-amino acids as a route to proline derivatives.
  作者：Moustafa F. Aly、Mansour I. Younes、Saoud A.M. Metwally

  DOI：10.1016/s0040-4020(01)81114-5

  日期：1994.3

  alpha-Amino acids react with aryl aldehydes in the presence of N-substituted maleimides to yield stereospecific cycloadducts (3a,b) with dimethyl fumarate to give isometric mixtures of (4a-i) and (5a-i). The relatively low yield in the case of dimethyl fumarate is presumably due to the steric interaction between the dipolarophile and the substituents at both ends of the dipole.