[(1R)-1,3-diphenylpropyl] (2S)-piperidine-2-carboxylate | 1026639-13-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: [(1R)-1,3-diphenylpropyl] (2S)-piperidine-2-carboxylate
• CAS: 1026639-13-3
• 化学式: C₂₁H₂₅NO₂
• 分子量: 323.435
• InChiKey: RSBYAWPKSJGDOA-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-异氰酰基-2,2-二甲基丙烷 、 [(1R)-1,3-diphenylpropyl] (2S)-piperidine-2-carboxylate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 [(1R)-1,3-diphenylpropyl] (2S)-1-(2,2-dimethylpropylcarbamoyl)piperidine-2-carboxylate
  参考文献：
  名称：

  Structure-Based Design of Novel, Urea-Containing FKBP12 Inhibitors

  摘要：

  The structure-based design and subsequent chemical synthesis of novel, urea-containing FKBP12 inhibitors are described. These compounds are shown to disrupt the cis-trans peptidylprolyl isomerase activity of FKBP12 with inhibition constants (K-i,K-app) approaching 0.10 mu M. Analyses of several X-ray crystal structures of FKBP12-urea complexes demonstrate that the urea-containing inhibitors associate with FKBP12 in a manner that is similar to, but significantly different from, that observed for the natural product FK506.

  DOI：

  10.1021/jm950798a
• 作为产物：
  描述：

  N-Boc-L-哌啶-2-羧酸 在 盐酸 、 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 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 [(1R)-1,3-diphenylpropyl] (2S)-piperidine-2-carboxylate
  参考文献：
  名称：

  Structure-Based Design of Novel, Urea-Containing FKBP12 Inhibitors

  摘要：

  The structure-based design and subsequent chemical synthesis of novel, urea-containing FKBP12 inhibitors are described. These compounds are shown to disrupt the cis-trans peptidylprolyl isomerase activity of FKBP12 with inhibition constants (K-i,K-app) approaching 0.10 mu M. Analyses of several X-ray crystal structures of FKBP12-urea complexes demonstrate that the urea-containing inhibitors associate with FKBP12 in a manner that is similar to, but significantly different from, that observed for the natural product FK506.

  DOI：

  10.1021/jm950798a