13-O-tert-butyl 12-O-methyl (3S,9S,12S,13S)-2,8-dioxo-1,7-diazatricyclo[7.4.0.03,7]tridecane-12,13-dicarboxylate | 1155262-84-2

• 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: 13-O-tert-butyl 12-O-methyl (3S,9S,12S,13S)-2,8-dioxo-1,7-diazatricyclo[7.4.0.03,7]tridecane-12,13-dicarboxylate
• CAS: 1155262-84-2
• 化学式: C₁₈H₂₆N₂O₆
• 分子量: 366.414
• InChiKey: VQUGTPMMKUYOGR-CYDGBPFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-O-tert-butyl 3-O,6-O-dimethyl (2S,3S,6S)-1-[(2S)-1-phenylmethoxycarbonylpyrrolidine-2-carbonyl]piperidine-2,3,6-tricarboxylate 在 palladium 10% on activated carbon 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 以100%的产率得到13-O-tert-butyl 12-O-methyl (3S,9S,12S,13S)-2,8-dioxo-1,7-diazatricyclo[7.4.0.03,7]tridecane-12,13-dicarboxylate
  参考文献：
  名称：

  Synthesis of Proline-Based Diketopiperazine Scaffolds

  摘要：

  A number of natural products with interesting biological properties are based on a diketopiperazine scaffold. In this context, we have developed a diversity oriented and efficient synthetic strategy to highly functionalized proline-based diketopiperazines. In this paper we describe the stereoselective synthesis of various scaffolds resembling abundant natural product core structures. These scaffolds can be conjugated to a solid phase and are thus platforms for the construction of small compound libraries and the synthesis of natural products with diketopiperazine cores.

  DOI：

  10.1021/jo9004876