N-[5(R)-tert-butyl-L-prolyl]pyrrolidine | 914616-00-5

• 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: N-[5(R)-tert-butyl-L-prolyl]pyrrolidine
• 英文别名: [(2S,5R)-5-tert-butylpyrrolidin-2-yl]-pyrrolidin-1-ylmethanone
• CAS: 914616-00-5
• 化学式: C₁₃H₂₄N₂O
• 分子量: 224.346
• InChiKey: OVQGSNNPYZVRTO-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-吡啶基)丙酸 、 N-[5(R)-tert-butyl-L-prolyl]pyrrolidine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 1-[(2R,5S)-2-tert-Butyl-5-(pyrrolidine-1-carbonyl)-pyrrolidin-1-yl]-3-pyridin-3-yl-propan-1-one
  参考文献：
  名称：

  An introduction of a pyridine group into the structure of prolyl oligopeptidase inhibitors

  摘要：

  A series of ionizable prolyl oligopeptidase inhibitors were developed through the introduction of a pyridyl group to the P3 position of the prolyl oligopeptidase inhibitor structure. The study was performed on previously developed prolyl oligopeptidase inhibitors with proline mimetics at the P2 position. The 3-pyridyl group resulted in equipotent compounds as compared to the parent compounds. It was shown that the pyridyl group improves water solubility and, in combination with a 5(R)-tert-butyl-L-prolyl group at the P2 position, good lipophilicity can be achieved. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.029
• 作为产物：
  描述：

  (2S,5R)-N-Boc-5-叔丁基吡咯烷-2-甲酸 在 盐酸 、 三甲基乙酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 N-[5(R)-tert-butyl-L-prolyl]pyrrolidine
  参考文献：
  名称：

  An introduction of a pyridine group into the structure of prolyl oligopeptidase inhibitors

  摘要：

  A series of ionizable prolyl oligopeptidase inhibitors were developed through the introduction of a pyridyl group to the P3 position of the prolyl oligopeptidase inhibitor structure. The study was performed on previously developed prolyl oligopeptidase inhibitors with proline mimetics at the P2 position. The 3-pyridyl group resulted in equipotent compounds as compared to the parent compounds. It was shown that the pyridyl group improves water solubility and, in combination with a 5(R)-tert-butyl-L-prolyl group at the P2 position, good lipophilicity can be achieved. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.029