2-methyl-2-(2-thienylmethyl)-propanedioic acid dimethylester | 192064-90-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-methyl-2-(2-thienylmethyl)-propanedioic acid dimethylester
• 英文别名: dimethyl 2-methyl-2-(thiophen-2-ylmethyl)propanedioate
• CAS: 192064-90-7
• 化学式: C₁₁H₁₄O₄S
• 分子量: 242.296
• InChiKey: OEAUJDQJRCAPAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-methyl-2-(2-thienylmethyl)-propanedioic acid dimethylester 在 盐酸 、 sodium hydroxide 、 sodium azide 、 氯甲酸乙酯 、 三乙胺 、 三羟甲基氨基甲烷 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 、 甲苯 为溶剂， 反应 149.5h， 生成 (2S)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-thiophen-2-ylpropanoic acid
  参考文献：
  名称：

  Studies on cyclic dipeptides, II. Methylated modifications ofcyclo-[Phe-His]

  摘要：

  Synthesis of seven new cyclic dipeptides and their conformational analysis based on H-1 NMR spectra is reported as well as their application as models to elucidate the mechanism of cyclic dipeptide catalysis in enantioselective mandelonitrile formation. Further evidence is presented to support the view that a highly ordered supramolecular complex of dipeptides acts as catalyst.

  DOI：

  10.1007/bf00807896
• 作为产物：
  描述：

  2-溴甲基噻吩 、 甲基丙二酸二甲酯 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以50%的产率得到2-methyl-2-(2-thienylmethyl)-propanedioic acid dimethylester
  参考文献：
  名称：

  Studies on cyclic dipeptides, II. Methylated modifications ofcyclo-[Phe-His]

  摘要：

  Synthesis of seven new cyclic dipeptides and their conformational analysis based on H-1 NMR spectra is reported as well as their application as models to elucidate the mechanism of cyclic dipeptide catalysis in enantioselective mandelonitrile formation. Further evidence is presented to support the view that a highly ordered supramolecular complex of dipeptides acts as catalyst.

  DOI：

  10.1007/bf00807896

文献信息

• Studies on cyclic dipeptides, II. Methylated modifications ofcyclo-[Phe-His]
  作者：C. R. Noe、A. Weigand、S. Pirker、P. Liepert

  DOI：10.1007/bf00807896

  日期：1997.3

  Synthesis of seven new cyclic dipeptides and their conformational analysis based on H-1 NMR spectra is reported as well as their application as models to elucidate the mechanism of cyclic dipeptide catalysis in enantioselective mandelonitrile formation. Further evidence is presented to support the view that a highly ordered supramolecular complex of dipeptides acts as catalyst.

表征谱图