4-[2-(2-Oxo-piperidin-3-yl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester | 206357-96-2

• 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-(2-Oxo-piperidin-3-yl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 4-[2-(2-oxopiperidin-3-yl)ethyl]piperidine-1-carboxylate
• CAS: 206357-96-2
• 化学式: C₁₇H₃₀N₂O₃
• 分子量: 310.437
• InChiKey: PDQWPFQSGJRBRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[2-(2-Oxo-piperidin-3-yl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester 在 lithium hydroxide 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 4-[2-(1-Carboxymethyl-2-oxo-piperidin-3-yl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design, synthesis, and structure–Activity relationships of unsubstituted piperazinone-Based transition state factor Xa inhibitors

  摘要：

  A series of novel transition state factor Xa inhibitors containing a variety, of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them. the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01037-5
• 作为产物：
  描述：

  4-乙烯基吡啶 在 platinum(IV) oxide sodium hydroxide 、 氢气 、 sodium ethanolate 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 75.0 ℃ 、275.79 kPa 条件下， 生成 4-[2-(2-Oxo-piperidin-3-yl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design, synthesis, and structure–Activity relationships of unsubstituted piperazinone-Based transition state factor Xa inhibitors

  摘要：

  A series of novel transition state factor Xa inhibitors containing a variety, of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them. the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01037-5

文献信息

• Design, synthesis, and structure–Activity relationships of unsubstituted piperazinone-Based transition state factor Xa inhibitors
  作者：Wenrong Huang、Mary Ann Naughton、Hua Yang、Ting Su、Suiko Dam、Paul W. Wong、Ann Arfsten、Susan Edwards、Uma Sinha、Stanley Hollenbach、Robert M. Scarborough、Bing-Yan Zhu

  DOI：10.1016/s0960-894x(02)01037-5

  日期：2003.2

  A series of novel transition state factor Xa inhibitors containing a variety, of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them. the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa. (C) 2003 Elsevier Science Ltd. All rights reserved.