(S)-benzyl 2-((S)-2-(hydroxymethyl)piperidine-1-carbonyl)pyrrolidine-1-carboxylate | 1239447-29-0

• 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: (S)-benzyl 2-((S)-2-(hydroxymethyl)piperidine-1-carbonyl)pyrrolidine-1-carboxylate
• 英文别名: benzyl (2S)-2-[(2S)-2-(hydroxymethyl)piperidine-1-carbonyl]pyrrolidine-1-carboxylate
• CAS: 1239447-29-0
• 化学式: C₁₉H₂₆N₂O₄
• 分子量: 346.426
• InChiKey: YRBBTAYHOWGHHS-IRXDYDNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 2-((S)-2-(hydroxymethyl)piperidine-1-carbonyl)pyrrolidine-1-carboxylate 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以68%的产率得到(S)-benzyl 2-((S)-2-formylpiperidine-1-carbonyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Inhibition of prolyl oligopeptidase with a synthetic unnatural dipeptide

  摘要：

  A new inhibitor, containing a linked proline-piperidine structure, for the enzyme prolyl oligopeptidase (POP) has been synthesised and demonstrated to bind covalently with the enzyme at the active site. This provides evidence that covalent inhibitors of POP do not have to be limited to structures containing five-membered N-containing heterocyclic rings.

  DOI：

  10.1016/j.bmc.2010.05.012
• 作为产物：
  描述：

  (S)-benzyl 2-((S)-2-((tert-butyldimethylsilyloxy)methyl)-piperidine-1-carbonyl)pyrrolidine-1-carboxylate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以64%的产率得到(S)-benzyl 2-((S)-2-(hydroxymethyl)piperidine-1-carbonyl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Inhibition of prolyl oligopeptidase with a synthetic unnatural dipeptide

  摘要：

  A new inhibitor, containing a linked proline-piperidine structure, for the enzyme prolyl oligopeptidase (POP) has been synthesised and demonstrated to bind covalently with the enzyme at the active site. This provides evidence that covalent inhibitors of POP do not have to be limited to structures containing five-membered N-containing heterocyclic rings.

  DOI：

  10.1016/j.bmc.2010.05.012

文献信息

• Inhibition of prolyl oligopeptidase with a synthetic unnatural dipeptide
  作者：Daugirdas Tomas Racys、Dean Rea、Vilmos Fülöp、Martin Wills

  DOI：10.1016/j.bmc.2010.05.012

  日期：2010.7

  A new inhibitor, containing a linked proline-piperidine structure, for the enzyme prolyl oligopeptidase (POP) has been synthesised and demonstrated to bind covalently with the enzyme at the active site. This provides evidence that covalent inhibitors of POP do not have to be limited to structures containing five-membered N-containing heterocyclic rings.