(3R,4R)-4-苄基氨基-3-甲氧基哌啶-2-酮 | 1046161-19-6

• 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
• 中文名称: (3R,4R)-4-苄基氨基-3-甲氧基哌啶-2-酮
• 英文名称: (3R,4R)-4-benzylamino-3-methoxy-piperidin-2-one
• 英文别名: (3R,4R)-4-(benzylamino)-3-methoxypiperidin-2-one
• CAS: 1046161-19-6
• 化学式: C₁₃H₁₈N₂O₂
• 分子量: 234.298
• InChiKey: UQBDDHRWNVRWMT-VXGBXAGGSA-N

物化性质

• 沸点：
  428.2±45.0 °C(predicted)
• 密度：
  1.13±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4R)-4-苄基氨基-3-甲氧基哌啶-2-酮 在 2,3-二巯基丁二酸 、 硼烷 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以49%的产率得到(3S,4R)-4-苄基氨基-3-甲氧基哌啶
  参考文献：
  名称：

  Synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an important intermediate for (3S,4R)-Cisapride

  摘要：

  An efficient synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an useful intermediate for the chiral synthesis of important drug molecule Cisapride and its analogs, from enantiopure 4-formylazetidin-2-one is described. Synthesis of trans as well as cis isomers of 4-amino-3-methoxypiperidine from 4-formylazetidin-2-one is also achieved in good yield. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.090
• 作为产物：
  描述：

  (2R,3R)-3-benzylamino-2-methoxy-5-nitropentanoic acid methyl ester 在 palladium on activated charcoal ammonium formate 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以55%的产率得到(3R,4R)-4-苄基氨基-3-甲氧基哌啶-2-酮
  参考文献：
  名称：

  Synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an important intermediate for (3S,4R)-Cisapride

  摘要：

  An efficient synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an useful intermediate for the chiral synthesis of important drug molecule Cisapride and its analogs, from enantiopure 4-formylazetidin-2-one is described. Synthesis of trans as well as cis isomers of 4-amino-3-methoxypiperidine from 4-formylazetidin-2-one is also achieved in good yield. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.090

文献信息

• Synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an important intermediate for (3S,4R)-Cisapride
  作者：Nilesh M. Shirode、Anjali P. Likhite、Vikas K. Gumaste、Abdul Rakeeb A.S. Deshmukh

  DOI：10.1016/j.tet.2008.05.090

  日期：2008.7

  An efficient synthesis of (3S,4R)-4-benzylamino-3-methoxypiperidine, an useful intermediate for the chiral synthesis of important drug molecule Cisapride and its analogs, from enantiopure 4-formylazetidin-2-one is described. Synthesis of trans as well as cis isomers of 4-amino-3-methoxypiperidine from 4-formylazetidin-2-one is also achieved in good yield. (c) 2008 Elsevier Ltd. All rights reserved.