4-(2-Oxo-2,3-dihydro-5H-benzo[e][1,4]oxazepin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester | 945849-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 4-(2-Oxo-2,3-dihydro-5H-benzo[e][1,4]oxazepin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 945849-66-1
• 化学式: C₁₉H₂₆N₂O₄
• 分子量: 346.426
• InChiKey: NERSDWWNKIHZNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  59.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-(2-Oxo-2,3-dihydro-5H-benzo[e][1,4]oxazepin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以49%的产率得到1-Piperidin-4-yl-1,5-dihydro-benzo[e][1,4]oxazepin-2-one
  参考文献：
  名称：

  The SAR of 4-substituted (6,6-bicyclic) piperidine cathepsin S inhibitors

  摘要：

  A series of competitive, reversible cathepsin S (CatS) inhibitors was investigated. An earlier disclosure detailed the discovery of the 4-(2-keto-1-benzimidazolinyl)-piperidin-1-yl moiety as an effective replacement for the 4-arylpiperazin-1-yl group found in our screening hit. Continued investigation into replacements for the 4-aryl piperazine resulted in the identification of potentially useful CatS inhibitors with enzymatic and Cellular activity similar to that of JNJ 10329670 as disclosed in a previous publication. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.038
• 作为产物：
  描述：

  1-叔丁氧羰基-4-(2-羟甲基苯基氨基)哌啶 在 lithium hydroxide 、 sodium hydride 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(2-Oxo-2,3-dihydro-5H-benzo[e][1,4]oxazepin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  The SAR of 4-substituted (6,6-bicyclic) piperidine cathepsin S inhibitors

  摘要：

  A series of competitive, reversible cathepsin S (CatS) inhibitors was investigated. An earlier disclosure detailed the discovery of the 4-(2-keto-1-benzimidazolinyl)-piperidin-1-yl moiety as an effective replacement for the 4-arylpiperazin-1-yl group found in our screening hit. Continued investigation into replacements for the 4-aryl piperazine resulted in the identification of potentially useful CatS inhibitors with enzymatic and Cellular activity similar to that of JNJ 10329670 as disclosed in a previous publication. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.038