(S)-4-benzyl-3-((4S,5R,E)-5-hydroxy-5-(2-methoxyphenyl)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one | 1259234-42-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-4-benzyl-3-((4S,5R,E)-5-hydroxy-5-(2-methoxyphenyl)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one
• 英文别名: (4S)-4-benzyl-3-[(E,4S,5R)-5-hydroxy-5-(2-methoxyphenyl)-2,4-dimethylpent-2-enoyl]-1,3-oxazolidin-2-one
• CAS: 1259234-42-8
• 化学式: C₂₄H₂₇NO₅
• 分子量: 409.482
• InChiKey: DRUMZJCWXRBWOO-JZJMHWIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-4-benzyl-3-((4S,5R,E)-5-hydroxy-5-(2-methoxyphenyl)-2,4-dimethylpent-2-enoyl)oxazolidin-2-one 在 臭氧 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  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-{(1E,3E)-1[(tert-butyldimethylsilyl)oxy]-2-methylpenta-1,3-diene-1-yl}oxazolidin-2-one 、 邻甲氧基苯甲醛 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以91%的产率得到(S)-4-benzyl-3-((4S,5R,E)-5-hydroxy-5-(2-methoxyphenyl)-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