(S)-4-benzyl-3-((4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one | 1259234-70-2

• 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: (S)-4-benzyl-3-((4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one
• CAS: 1259234-70-2
• 化学式: C₂₇H₃₂N₂O₉
• 分子量: 528.559
• InChiKey: MEEGPLASXVHMLS-WCBLGWRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  38.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  126.67
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (S)-4-benzyl-3-((4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 以79%的产率得到(4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enal
  参考文献：
  名称：

  Asymmetric Total Synthesis and Structural Elucidation of NFAT-68

  摘要：

  Total synthesis of NFAT-68 (7) has been achieved and its relative stereochemistry has been determined. A key step thereof is the utilization of the chelation-controlled vinylogous Mukaiyama aldol reaction (VMAR) to stereoselectively synthesize the sytt-aldol product 8. This developed chemistry is anticipated to have wider application in total syntheses of many other natural products.

  DOI：

  10.1021/ol102574d
• 作为产物：
  描述：

  (S)-4-benzyl-3-((4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-hydroxy-2,4-dimethylpent-2-enoyl)oxazolidin-2-one 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到(S)-4-benzyl-3-((4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one
  参考文献：
  名称：

  Asymmetric Total Synthesis and Structural Elucidation of NFAT-68

  摘要：

  Total synthesis of NFAT-68 (7) has been achieved and its relative stereochemistry has been determined. A key step thereof is the utilization of the chelation-controlled vinylogous Mukaiyama aldol reaction (VMAR) to stereoselectively synthesize the sytt-aldol product 8. This developed chemistry is anticipated to have wider application in total syntheses of many other natural products.

  DOI：

  10.1021/ol102574d