(2S)-2-[[2-[3-(2,5-dimethylphenyl)-5-methyl-4,6-dioxo-3a,6a-dihydro-3H-pyrrolo[3,4-d][1,2]oxazol-2-yl]acetyl]amino]propanamide

• 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: (2S)-2-[[2-[3-(2,5-dimethylphenyl)-5-methyl-4,6-dioxo-3a,6a-dihydro-3H-pyrrolo[3,4-d][1,2]oxazol-2-yl]acetyl]amino]propanamide
• 化学式: C₁₉H₂₄N₄O₅
• 分子量: 388.423
• InChiKey: OXUJPKAIAQXVBX-DIOLFPMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-甲基马来酰亚胺 、 2,5-二甲基苯甲醛 、 溴乙酸 、 alkaline earth salt of/the/ methylsulfuric acid 在 盐酸羟胺 、 达卡巴嗪 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 生成 、 (2S)-2-[[2-[3-(2,5-dimethylphenyl)-5-methyl-4,6-dioxo-3a,6a-dihydro-3H-pyrrolo[3,4-d][1,2]oxazol-2-yl]acetyl]amino]propanamide
  参考文献：
  名称：

  Solid phase synthesis of diverse isoxazolidines via 1,3-dipolar cycloaddition

  摘要：

  Diverse substituted isoxazolidines 2-4 are assembled on solid phase by condensing hydroxylamines with aldehydes and trapping the resulting nitrones with various dipolarophiles. The one-pot three-component cycloaddition reaction yields the isoxazolidines in good to excellent yield. Three different reaction pathways - each dealing with one of the three components attached to the solid support - are evaluated with respect to versatility and yield of the synthesized isoxazolidines. Structures and relative configurations of representative isoxazolidines are elucidated with H-1-NMR, TOCSY, HSQC and NOESY. The reaction of polymer-bound hydroxylamines with aldehydes and alkenes is found to be the most successful. The kinetics of the solid phase reaction are determined by FT-IR-ATR spectroscopy. polymer-bound nitrones are stable for the split/combine synthesis. A library of isoxazolidines is synthesized by the split/combine method and analyzed by means of HPLC-MS. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00099-4