cyclo[D-2-(p-hydroxyphenyl)glycinylsarcosine] | 1197196-36-3

• 分子结构分类: 有机化合物
• 英文名称: cyclo[D-2-(p-hydroxyphenyl)glycinylsarcosine]
• 英文别名: (3R)-3-(4-hydroxyphenyl)-1-methylpiperazine-2,5-dione
• CAS: 1197196-36-3
• 化学式: C₁₁H₁₂N₂O₃
• 分子量: 220.228
• InChiKey: BVWMYSUAOJXKBK-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  trans-1,4-cyclohexane dicarboxylic acid 、 cyclo[D-2-(p-hydroxyphenyl)glycinylsarcosine] 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以82%的产率得到1,4-trans-bis{cyclo[D-2-(p-hydroxyphenyl)glycinylsarcosine]}cyclohexane dicarboxylate
  参考文献：
  名称：

  Synthesis of Novel Diketopiperazine-derivative and Obsevation of Self-Assembled Structure

  摘要：

  An N-monomethylated unsymmetrical diketopiperazine was synthesized from D-p-hydroxyphenylglycine and sarcosine, and condensed with trans-1,4-cyclohexanedicarboxylic acid to obtain the ester having diketopiperazine moieties at the both termini. Atomic force microscope measurement indicated that the ester formed a supramolecular structure aligned in a circular pattern based on hydrogen bonding between the amide groups of the diketopiperazine moieties.

  DOI：

  10.3987/com-09-11762
• 作为产物：
  描述：

  N-(tert-butoxycarbonyl)-D-2-(p-hydroxyphenyl)glycinylsarcosine ethyl ester 在 三氟乙酸 、 三乙胺 作用下， 以 二氯甲烷 、 异丁醇 、 均三甲苯 为溶剂， 反应 11.0h， 以81%的产率得到cyclo[D-2-(p-hydroxyphenyl)glycinylsarcosine]
  参考文献：
  名称：

  Synthesis of Novel Diketopiperazine-derivative and Obsevation of Self-Assembled Structure

  摘要：

  An N-monomethylated unsymmetrical diketopiperazine was synthesized from D-p-hydroxyphenylglycine and sarcosine, and condensed with trans-1,4-cyclohexanedicarboxylic acid to obtain the ester having diketopiperazine moieties at the both termini. Atomic force microscope measurement indicated that the ester formed a supramolecular structure aligned in a circular pattern based on hydrogen bonding between the amide groups of the diketopiperazine moieties.

  DOI：

  10.3987/com-09-11762