1-Phenoxycarbonyl-2-methoxypiperidin | 66893-76-3

• 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: 1-Phenoxycarbonyl-2-methoxypiperidin
• 英文别名: 2-Methoxy-1-piperidincarbonsaeure-phenylester；2-methoxy-piperidine-1-carboxylic acid phenyl ester；Phenyl 2-methoxypiperidine-1-carboxylate
• CAS: 66893-76-3
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: DNCKMXMCYOYTJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Phenoxycarbonyl-2-methoxypiperidin 在 溴 、 氯化铵 作用下， 以 甲醇 为溶剂， 生成 phenyl 3-bromo-2-methoxypiperidine-1-carboxylate
  参考文献：
  名称：

  Highly enantioselective introduction of bis(alkoxycarbonyl)methyl group into the 2-position of piperidine skeleton

  摘要：

  Copper ion catalyzed carbon-carbon bond forming reaction of N-acyliminium ions with diaryl the method were 2-methoxy-3,4-didehydropiperidines, which were easily prepared through electrochemical oxidation of 1-(p-methoxybenzoyl)piperidine in methanol followed by the conversion of the oxidation product to didehydropiperidine derivative, which was subjected to a chiral Cu(II) catalyzed coupling reaction with diaryl malonates affording diaryl 2-piperidylmalonates. The maximum % ee (ee, enantiomeric excess) was 97% when di-p-chlorophenyl malonate was used as a nucleophile. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.04.039
• 作为产物：
  描述：

  甲醇 、 苯基哌啶-1-羧酸酯 生成 1-Phenoxycarbonyl-2-methoxypiperidin
  参考文献：
  名称：

  Highly enantioselective introduction of bis(alkoxycarbonyl)methyl group into the 2-position of piperidine skeleton

  摘要：

  Copper ion catalyzed carbon-carbon bond forming reaction of N-acyliminium ions with diaryl the method were 2-methoxy-3,4-didehydropiperidines, which were easily prepared through electrochemical oxidation of 1-(p-methoxybenzoyl)piperidine in methanol followed by the conversion of the oxidation product to didehydropiperidine derivative, which was subjected to a chiral Cu(II) catalyzed coupling reaction with diaryl malonates affording diaryl 2-piperidylmalonates. The maximum % ee (ee, enantiomeric excess) was 97% when di-p-chlorophenyl malonate was used as a nucleophile. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.04.039

文献信息

• US4118500A
  申请人：——

  公开号：US4118500A

  公开（公告）日：1978-10-03
• US4149941A
  申请人：——

  公开号：US4149941A

  公开（公告）日：1979-04-17
• Diastereoselective Synthesis of 3-Fluoro-2-substituted Piperidines and Pyrrolidines
  作者：Osamu Onomura、Paul N. Gichuhi、Masami Kuriyama

  DOI：10.3987/com-13-s(s)27

  日期：——

  A facile procedure for synthesis of trans-3-fluoro-2-substituted piperidines by utilizing electrophilic fluorination of cyclic enamines and Lewis acid mediated nucleophilic substitution has been developed. Also, optically active trans-2-allyl-3-fluorinated pyrrolidines have been prepared by utilizing nucleophilic fluorination of hydroxyl group of trans-hydroxy-L-proline and Lewis acid mediated diastereoselective allylation as key steps.
• Highly enantioselective introduction of bis(alkoxycarbonyl)methyl group into the 2-position of piperidine skeleton
  作者：Yoshihiro Matsumura、Diashirou Minato、Osamu Onomura

  DOI：10.1016/j.jorganchem.2006.04.039

  日期：2007.1

  Copper ion catalyzed carbon-carbon bond forming reaction of N-acyliminium ions with diaryl the method were 2-methoxy-3,4-didehydropiperidines, which were easily prepared through electrochemical oxidation of 1-(p-methoxybenzoyl)piperidine in methanol followed by the conversion of the oxidation product to didehydropiperidine derivative, which was subjected to a chiral Cu(II) catalyzed coupling reaction with diaryl malonates affording diaryl 2-piperidylmalonates. The maximum % ee (ee, enantiomeric excess) was 97% when di-p-chlorophenyl malonate was used as a nucleophile. (c) 2006 Elsevier B.V. All rights reserved.