(2S,2'S)-N'-methyl-N'-methoxy- N-[2-(2-methylcyclopropylidene)ethyl]-N-tosyl-L-alaninamide | 272458-93-2

• 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: (2S,2'S)-N'-methyl-N'-methoxy- N-[2-(2-methylcyclopropylidene)ethyl]-N-tosyl-L-alaninamide
• 英文别名: (2S,2'S)-N'-methyl-N'-methoxy-N-[2-(2-methylcyclopropylidene)ethyl]-N-tosyl-L-alaninamide
• CAS: 272458-93-2
• 化学式: C₁₈H₂₆N₂O₄S
• 分子量: 366.481
• InChiKey: NOOZVIVTFMULJO-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  25.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2S,2'S)-N'-methyl-N'-methoxy- N-[2-(2-methylcyclopropylidene)ethyl]-N-tosyl-L-alaninamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 0.67h， 生成 (2S,2'S)-2-{N-[2-(2-methylcyclopropylidene)ethyl]-N-tosylamino}propanal
  参考文献：
  名称：

  Diastereoselective cycloaddition of alkylidenecyclopropane nitrones from palladium(0)-catalyzed nucleophilic substitution of asymmetric 1-alkenylcyclopropyl esters by amino acids

  摘要：

  The asymmetric construction of perhydropyrrolo[3,4-b]pyridine derivatives was performed by chemo- and regioselective formation of enantiopure alkylidenecyclopropane nitrones, followed by diastereoselective intramolecular 1,3-dipolar cycloaddition. The resulting spirocyclopropane isoxazolidines then underwent thermally induced regioselective ring expansion into optically active diazaheterocycles. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00006-9
• 作为产物：
  描述：

  (S)-2-(4-甲基苯基磺酰胺基)丙酸甲酯 在 吡啶 、 sodium hydride 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (2S,2'S)-N'-methyl-N'-methoxy- N-[2-(2-methylcyclopropylidene)ethyl]-N-tosyl-L-alaninamide
  参考文献：
  名称：

  Diastereoselective cycloaddition of alkylidenecyclopropane nitrones from palladium(0)-catalyzed nucleophilic substitution of asymmetric 1-alkenylcyclopropyl esters by amino acids

  摘要：

  The asymmetric construction of perhydropyrrolo[3,4-b]pyridine derivatives was performed by chemo- and regioselective formation of enantiopure alkylidenecyclopropane nitrones, followed by diastereoselective intramolecular 1,3-dipolar cycloaddition. The resulting spirocyclopropane isoxazolidines then underwent thermally induced regioselective ring expansion into optically active diazaheterocycles. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00006-9