methyl (1S,2R,4R)-N-benzoyl-2-methyl-7-azabicyclo[2.2.1]heptane-1-carboxylate | 869195-05-1

• 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: methyl (1S,2R,4R)-N-benzoyl-2-methyl-7-azabicyclo[2.2.1]heptane-1-carboxylate
• 英文别名: methyl (1S,2R,4R)-7-benzoyl-2-methyl-7-azabicyclo[2.2.1]heptane-1-carboxylate
• CAS: 869195-05-1
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: QDTLVUOINSWFHJ-KFNAQCHYSA-N

物化性质

• 熔点：
  86 °C
• 沸点：
  393.0±25.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (1S,2R,4R)-N-benzoyl-2-methyl-7-azabicyclo[2.2.1]heptane-1-carboxylate 在 盐酸 作用下， 以 水 为溶剂， 反应 24.0h， 以100%的产率得到(1S,2R,4R)-2-methyl-7-azabicyclo[2.2.1]heptane-1-carboxylic acid hydrochloride
  参考文献：
  名称：

  New enantiopure 7-azanorbornane β-substituted prolines by SN2 displacements at the Cγ of the side chain

  摘要：

  Continuing our work on building new beta-substituted prolines in en antiomerically pure form as new surrogates to be incorporated into model peptides, we describe functional group conversions and carbon-carbon bond forming reactions by S(N)2 displacements at the gamma-position of the alpha-amino acid side chain of an azanorbornane derivative. This work extends efforts on the elaboration of the side arm at carbon C2 of the 7-azabicyclo[2.2.1]heptane core. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.003
• 作为产物：
  描述：

  methyl (1S,2R,4R)-N-benzoyl-2-bromomethyl-7-azabicyclo[2.2.1]heptane-1-carboxylate 在 六甲基磷酰三胺 、 sodium tetrahydroborate 作用下， 反应 12.0h， 以87%的产率得到methyl (1S,2R,4R)-N-benzoyl-2-methyl-7-azabicyclo[2.2.1]heptane-1-carboxylate
  参考文献：
  名称：

  New enantiopure 7-azanorbornane β-substituted prolines by SN2 displacements at the Cγ of the side chain

  摘要：

  Continuing our work on building new beta-substituted prolines in en antiomerically pure form as new surrogates to be incorporated into model peptides, we describe functional group conversions and carbon-carbon bond forming reactions by S(N)2 displacements at the gamma-position of the alpha-amino acid side chain of an azanorbornane derivative. This work extends efforts on the elaboration of the side arm at carbon C2 of the 7-azabicyclo[2.2.1]heptane core. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.003