4-(2-Ethoxycarbonylmethoxymethyl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester | 885484-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-(2-Ethoxycarbonylmethoxymethyl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 885484-80-0
• 化学式: C₂₁H₃₂N₂O₅
• 分子量: 392.495
• InChiKey: QZEOQEKCUNLXHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  77.1
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-(2-Ethoxycarbonylmethoxymethyl-phenylamino)-piperidine-1-carboxylic acid tert-butyl ester 在 lithium hydroxide 、 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
• 作为产物：
  描述：

  溴乙酸乙酯 、 1-叔丁氧羰基-4-(2-羟甲基苯基氨基)哌啶 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以33%的产率得到4-(2-Ethoxycarbonylmethoxymethyl-phenylamino)-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