[3aS,5aR,8aR,8bR]-1-(p-methoxyphenyl)-3a,7-dimethyl-3a,5a,8b,8a-tetrahydro-1H-oxazolo[4,5-e]isoindole-2,6,8-trione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: [3aS,5aR,8aR,8bR]-1-(p-methoxyphenyl)-3a,7-dimethyl-3a,5a,8b,8a-tetrahydro-1H-oxazolo[4,5-e]isoindole-2,6,8-trione
• 英文别名: (3aS,5aR,8aR,8bR)-1-(4-methoxyphenyl)-3a,7-dimethyl-8a,8b-dihydro-5aH-pyrrolo[3,4-e][1,3]benzoxazole-2,6,8-trione
• 化学式: C₁₈H₁₈N₂O₅
• 分子量: 342.351
• InChiKey: SOVKOWOMEBBQSN-MMQJMDILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  76.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [(3aR,4R,7R,7aR)-2,5-Dimethyl-1,3-dioxo-7-((R)-toluene-4-sulfinyl)-2,3,3a,4,7,7a-hexahydro-1H-isoindol-4-yl]-(4-methoxy-phenyl)-carbamic acid tert-butyl ester 反应 984.0h， 以46%的产率得到[3aS,5aR,8aR,8bR]-1-(p-methoxyphenyl)-3a,7-dimethyl-3a,5a,8b,8a-tetrahydro-1H-oxazolo[4,5-e]isoindole-2,6,8-trione
  参考文献：
  名称：

  Direct enantioselective approach to oxazolo[4,5-e]isoindoles from [(S)R]-1-aminosubstituted-4-(p-tolylsulfinyl)-1,3-butadienes

  摘要：

  The enantioselective construction of [3aS,5aR,8aR,8bR]-1-(p-methoxyphenyl)-3a,7-dimethyl-3a,5a,8b,8a-tetrahydro-1H-oxazolo[4,5-e]isoindole-2,6,8-trione is achieved from enantiopure [(S)R]-(1E,3E)-2-methyl-1-(p-methoxyphenyl)amino-4-(p-tolylsulfinyl)-1,3-butadiene and N-methylmaleimide through a short sequence involving a Diels-Alder reaction, a sulfoxide-sulfenate rearrangement and intramolecular cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00356-0

文献信息

• Direct enantioselective approach to oxazolo[4,5-e]isoindoles from [(S)R]-1-aminosubstituted-4-(p-tolylsulfinyl)-1,3-butadienes
  作者：S. Blasco、M.C. Carreño、M.B. Cid、J.L. Garcı́a Ruano、M.R. Martı́n

  DOI：10.1016/s0957-4166(99)00356-0

  日期：1999.9

  The enantioselective construction of [3aS,5aR,8aR,8bR]-1-(p-methoxyphenyl)-3a,7-dimethyl-3a,5a,8b,8a-tetrahydro-1H-oxazolo[4,5-e]isoindole-2,6,8-trione is achieved from enantiopure [(S)R]-(1E,3E)-2-methyl-1-(p-methoxyphenyl)amino-4-(p-tolylsulfinyl)-1,3-butadiene and N-methylmaleimide through a short sequence involving a Diels-Alder reaction, a sulfoxide-sulfenate rearrangement and intramolecular cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.