ethyl 5R-[(benzyloxy) amino] piperidine-2S-carboxylate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 5R-[(benzyloxy) amino] piperidine-2S-carboxylate
• 英文别名: ethyl(2R,5S)-5-(benzyloxyamino)piperidine-2-carboxylate；ethyl 5-(phenylmethoxyamino)piperidine-2-carboxylate
• 化学式: C₁₅H₂₂N₂O₃
• 分子量: 278.351
• InChiKey: HJFGESFJQKOOEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  59.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  oxalic acid dihydrate 、 ethyl 5-benzyloxyiminopiperidine-2S-carboxylate 在 三乙酰氧基硼氢化钠 作用下， 以54.7%的产率得到ethyl 5R-[(benzyloxy) amino] piperidine-2S-carboxylate
  参考文献：
  名称：

  Method of preparing 5R-[(benzyloxy) amino] piperidine-2S-carboxylic acid or a derivative thereof

  摘要：

  本申请涉及以环保方式制备5R-[(苄氧基)氨基]哌啶-2S-羧酸或其衍生物的方法。该方法以L-谷氨酸为起始原料，首先在酸性试剂存在下进行酯化反应，然后与2-卤代醋酸酯和N-保护试剂连续反应，或在碱性条件下与N-保护试剂和2-卤代醋酸酯反应以获得化合物IV；然后，所得的化合物IV在强碱作用下进行分子内缩合形成环，得到N-保护基哌啶-5-酮-2S-羧酸酯(V)。

  公开号：

  US11142499B1

文献信息

• 1,3,4-OXADIAZOLE AND 1,3,4-THIADIAZOLE BETA-LACTAMASE INHIBITORS
  申请人：Cubist Pharmaceuticals, Inc.

  公开号：EP2831075A1

  公开（公告）日：2015-02-04
• CRYSTALLINE FORM OF A BETA-LACTAMASE INHIBITOR
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2970338A1

  公开（公告）日：2016-01-20
• [EN] 1,3,4-OXADIAZOLE AND 1,3,4-THIADIAZOLE BETA-LACTAMASE INHIBITORS<br/>[FR] INHIBITEURS DE LA 1,3,4-OXADIAZOLE ET DE LA 1,3,4-THIADIAZOLE BÊTA-LACTAMASE
  申请人：CUBIST PHARM INC

  公开号：WO2013149121A1

  公开（公告）日：2013-10-03

  β-Lactamase inhibitor compounds (BLIs) are disclosed, including compounds that have activity against class A, class C or class D β-lactamases. Methods of manufacturing the BLIs, and uses of the compounds in the preparation of pharmaceutical compositions and antibacterial applications are also disclosed.
• [EN] CRYSTALLINE FORM OF A BETA-LACTAMASE INHIBITOR<br/>[FR] FORME CRISTALLINE D'UN INHIBITEUR DE BÊTA-LACTAMASE
  申请人：CUBIST PHARM INC

  公开号：WO2014152996A1

  公开（公告）日：2014-09-25

  This disclosure provides compositions containing solid forms of sodium (2S,5R)-2- (1,3,4-oxadiazol-2-yl)-7-oxo-1,6-diazabicyclo[3.2.1 ]octan-6-yl sulfate, and methods of manufacturing and using these compositions.
• Method of preparing 5R-[(benzyloxy) amino] piperidine-2S-carboxylic acid or a derivative thereof
  申请人：XINFA PHARMACEUTICAL CO., LTD

  公开号：US11142499B1

  公开（公告）日：2021-10-12

  The present application relates to methods of preparing 5R-[(benzyloxy) amino] piperidine-2S-carboxylic acid or its derivatives in an environment-friendly way. The method uses L-glutamic acid as a starting material, which is first subjected to esterification reaction in the presence of an acidic reagent, and then reacted successively with 2-haloacetate and N-protecting agent, or with N-protecting agent and 2-haloacetate under a basic condition to obtain compound IV; then, the obtained compound IV is subjected to intramolecular condensation into a ring under the action of a strong base to obtain N-protecting group piperidine-5-one-2S-carboxylate (V).

  本申请涉及以环保方式制备5R-[(苄氧基)氨基]哌啶-2S-羧酸或其衍生物的方法。该方法以L-谷氨酸为起始原料，首先在酸性试剂存在下进行酯化反应，然后与2-卤代醋酸酯和N-保护试剂连续反应，或在碱性条件下与N-保护试剂和2-卤代醋酸酯反应以获得化合物IV；然后，所得的化合物IV在强碱作用下进行分子内缩合形成环，得到N-保护基哌啶-5-酮-2S-羧酸酯(V)。