4-Biphenyl-3-yl-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester | 185132-64-3

• 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-Biphenyl-3-yl-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-hydroxy-4-(3-phenylphenyl)piperidine-1-carboxylate
• CAS: 185132-64-3
• 化学式: C₂₂H₂₇NO₃
• 分子量: 353.461
• InChiKey: NBAGIEAGMLKVCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-Biphenyl-3-yl-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester 在 盐酸 、 sodium hydroxide 、 溶剂黄146 作用下， 生成 4-(3-Phenylphenyl)-1,2,3,6-tetrahydropyridine
  参考文献：
  名称：

  Design and synthesis of orally active inhibitors of TNF synthesis as anti-rheumatoid arthritis drugs

  摘要：

  A novel series of TNF inhibitors was identified based on the screening of existing MMP inhibitor libraries. Further SAR optimization led to the discovery of a novel lead compound. Its synthesis, efficacy in experimental animal models, and pharmacokinetic data are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.076
• 作为产物：
  描述：

  3-Biphenylmagnesium bromide 、 N-叔丁氧羰基-4-哌啶酮 生成 4-Biphenyl-3-yl-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design and synthesis of orally active inhibitors of TNF synthesis as anti-rheumatoid arthritis drugs

  摘要：

  A novel series of TNF inhibitors was identified based on the screening of existing MMP inhibitor libraries. Further SAR optimization led to the discovery of a novel lead compound. Its synthesis, efficacy in experimental animal models, and pharmacokinetic data are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.076

文献信息

• US5712285A
  申请人：——

  公开号：US5712285A

  公开（公告）日：1998-01-27
• Design and synthesis of orally active inhibitors of TNF synthesis as anti-rheumatoid arthritis drugs
  作者：Jian Jeffrey Chen、Nolan Dewdney、Xiaohong Lin、Robert L Martin、Keith A.M Walker、Jane Huang、Frances Chu、Elsie Eugui、Anna Mirkovich、Yong Kim、Keshab Sarma、Humberto Arzeno、Harold E Van Wart

  DOI：10.1016/j.bmcl.2003.08.076

  日期：2003.11

  A novel series of TNF inhibitors was identified based on the screening of existing MMP inhibitor libraries. Further SAR optimization led to the discovery of a novel lead compound. Its synthesis, efficacy in experimental animal models, and pharmacokinetic data are discussed. (C) 2003 Elsevier Ltd. All rights reserved.