(10-oxo-10-phenylmethoxydecyl) (1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate | 335332-42-8

• 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: (10-oxo-10-phenylmethoxydecyl) (1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS: 335332-42-8
• 化学式: C₂₆H₃₉NO₅
• 分子量: 445.599
• InChiKey: OXOFRBDJTAHAME-ONTNHIFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (10-oxo-10-phenylmethoxydecyl) (1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate 在 palladium on activated charcoal 氢气 、 lithium diisopropyl amide 作用下， 生成 10-[(1R,2R,3S,5S)-3-[hydroxy(phenyl)phosphoryl]oxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carbonyl]oxydecanoic acid
  参考文献：
  名称：

  Cocaine catalytic antibodies: the primary importance of linker effects

  摘要：

  Current treatments for cocaine addiction are not effective. The development of a catalytic monoclonal antibody (mAb) provides a strategy for not only binding, but also degrading cocaine, which offers a broad-based therapy. Hapten design is the central element for programming antibody catalysis. The characteristics of the linker used in classic transition-state analogue phosphonate haptens were shown to be important for obtaining mAbs that hydrolyze the benzoate ester of cocaine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00659-4
• 作为产物：
  描述：

  芽子碱盐酸盐 、 benzyl 10-bromodecanoate 在 四丁基氢氧化铵 、 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (10-oxo-10-phenylmethoxydecyl) (1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
  参考文献：
  名称：

  Cocaine catalytic antibodies: the primary importance of linker effects

  摘要：

  Current treatments for cocaine addiction are not effective. The development of a catalytic monoclonal antibody (mAb) provides a strategy for not only binding, but also degrading cocaine, which offers a broad-based therapy. Hapten design is the central element for programming antibody catalysis. The characteristics of the linker used in classic transition-state analogue phosphonate haptens were shown to be important for obtaining mAbs that hydrolyze the benzoate ester of cocaine. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00659-4