4-(tert-Butoxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid benzyl ester | 219832-75-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(tert-Butoxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid benzyl ester
• 英文别名: Benzyl 4-(1-((tert-butoxycarbonyl)amino)-2-methoxy-2-oxoethylidene)piperidine-1-carboxylate；benzyl 4-[2-methoxy-1-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxoethylidene]piperidine-1-carboxylate
• CAS: 219832-75-4
• 化学式: C₂₁H₂₈N₂O₆
• 分子量: 404.463
• InChiKey: WBDMETJKGYIXTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  94.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(tert-Butoxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid benzyl ester 在 palladium on activated charcoal lithium hydroxide 、 正丁基锂 、 四甲基乙二胺 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 35.5h， 生成 {[4-(1-tert-Butoxycarbonylamino-2-oxo-2-thiazol-2-yl-ethyl)-piperidin-1-yl]-[(Z)-tert-butoxycarbonylimino]-methyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin: Part 2: P1 Modifications

  摘要：

  The synthesis and antithrombotic activity of a series of nonpeptide bicyclic thrombin inhibitors is described. We have explored the SAR with modifications to the pi site. The introduction of arginine mimetics at the pi site led to potent and selective thrombin inhibitors. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00613-1
• 作为产物：
  描述：

  1-Cbz-4-哌啶酮 、 trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以70%的产率得到4-(tert-Butoxycarbonylamino-methoxycarbonyl-methylene)-piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Potent and selective bicyclic lactam inhibitors of thrombin: Part 2: P1 Modifications

  摘要：

  The synthesis and antithrombotic activity of a series of nonpeptide bicyclic thrombin inhibitors is described. We have explored the SAR with modifications to the pi site. The introduction of arginine mimetics at the pi site led to potent and selective thrombin inhibitors. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00613-1

文献信息

• NAPHTHYLPYRIMIDINE, NAPHTHYLPYRAZINE AND NAPHTHYLPYRIDAZINE ANALOGS AND THEIR USE AS AGONISTS OF THE WNT-BETA-CATENIN CELLULAR MESSAGING SYSTEM
  申请人：Pelletier Jeffrey Claude

  公开号：US20090054392A1

  公开（公告）日：2009-02-26

  The present invention relates to naphthylpyrimidine analogs, methods of making naphthylpyrimidine analogs, compositions comprising a naphthylpyrimidine analog, and methods for treating canonical Wnt-β-catenin cellular messaging system-related disorders comprising administering to a subject in need thereof an effective amount of a naphthylpyrimidine, naphthylpyrazine and naphthylpyridazine analog.

  本发明涉及萘基嘧啶类似物、制备萘基嘧啶类似物的方法、包含萘基嘧啶类似物的组合物以及治疗与经典Wnt-β-catenin细胞信息传递系统相关的疾病的方法，包括向需要治疗的受试者投予有效量的萘基嘧啶、萘基吡嗪和萘基吡啶类似物。
• [EN] NAPHTHYLPYRIMIDINE, NAPHTHYLPYRAZINE AND NAPHTHYLPYRIDAZINE ANALOGS AND THEIR USE AS AGONISTS OF THE WNT-BETA-CATENIN CELLULAR MESSAGING SYSTEM<br/>[FR] ANALOGUES DE NAPHTYLPYRIMIDINE, NAPHTYLPYRAZINE ET NAPHTYLPYRIDAZINE ET LEUR UTILISATION COMME AGONISTES DU SYSTÈME DE COMMUNICATION CELLULAIRE WNT-BÊTA-CATÉNINE
  申请人：WYETH CORP

  公开号：WO2009026319A1

  公开（公告）日：2009-02-26

  The present invention relates to naphthylpyrimidine analogs, methods of making naphthylpyrimidine analogs, compositions comprising a naphthylpyrimidine analog, and methods for treating canonical Wnt-[beta-symbol]-catenin cellular messaging system-related disorders comprising administering to a subject in need thereof an effective amount of a naphthylpyrimidine, naphthylpyrazine and naphthylpyridazine analog.
• [EN] NAPHTHYLPYRIMIDINE, NAPHTHYLPYRAZINE AND NAPHTHYLPYRIDAZINE ANALOGS AND THEIR USE AS AGONISTS OF THE WNT-BETA-CATENIN CELLULAR MESSAGING SYSTEM<br/>[FR] ANALOGUES DE LA NAPHTHYLPYRIMIDINE, DE LA NAPHTHYLPYRAZINE ET DE LA NAPHTHYLPYRIDAZINE ET LEUR UTILISATION EN TANT QU'AGONISTES DU SYSTÈME DE MESSAGERIE CELLULAIRE WNT-BÊTA-CATÉNINE
  申请人：WYETH CORP

  公开号：WO2009026326A1

  公开（公告）日：2009-02-26

  The present invention relates to naphthylpyrimidine analogs, methods of making naphthylpyrimidine analogs, compositions comprising a naphthylpyrimidine analog, and methods for treating canonical Wnt-[beta-symbol]-catenin cellular messaging system-related disorders comprising administering to a subject in need thereof an effective amount of a naphthylpyrimidine, naphthylpyrazine and naphthylpyridazine analog.
• Potent and selective bicyclic lactam inhibitors of thrombin: Part 2: P1 Modifications
  作者：Janet S. Plummer、Kent A. Berryman、Cuiman Cai、Wayne L. Cody、John DiMaio、Annette M. Doherty、Jeremy J. Edmunds、John X. He、Debra R. Holland、Sophie Levesque、Darin R. Kent、Lakshmi S. Narasimhan、J.Ronald Rubin、Stephen T. Rapundalo、M.Arshad Siddiqui、Alan J. Susser、Yves St-Denis、Peter D. Winocour

  DOI：10.1016/s0960-894x(98)00613-1

  日期：1998.12

  The synthesis and antithrombotic activity of a series of nonpeptide bicyclic thrombin inhibitors is described. We have explored the SAR with modifications to the pi site. The introduction of arginine mimetics at the pi site led to potent and selective thrombin inhibitors. (C) 1998 Elsevier Science Ltd. All rights reserved.