(2E,4E,6S,7R)-methyl 7-(3-acetamido-2,5-dimethoxyphenyl)-7-(methoxymethoxy)-4,6-dimethylhepta-2,4-dienoate | 1259234-74-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (2E,4E,6S,7R)-methyl 7-(3-acetamido-2,5-dimethoxyphenyl)-7-(methoxymethoxy)-4,6-dimethylhepta-2,4-dienoate
• CAS: 1259234-74-6
• 化学式: C₂₂H₃₁NO₇
• 分子量: 421.491
• InChiKey: HHQFQOCHAHGWOD-KLWTXHDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  30.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  92.32
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2E,4E,6S,7R)-methyl 7-(3-acetamido-2,5-dimethoxyphenyl)-7-(methoxymethoxy)-4,6-dimethylhepta-2,4-dienoate 在 aluminum (III) chloride 作用下， 以 二氯甲烷 、 叔丁基硫醇 为溶剂， 以50%的产率得到methyl (2E,4E,7R,6S)-7-(3-acetamido-2,5-dihydroxyphenyl)-7-hydroxy-4,6-dimethylhepta-2,4-dienoate
  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：

  (2E,4E,6S,7R)-methyl 7-(3-amino-2,5-dimethoxyphenyl)-7-(methoxymethoxy)-4,6-dimethylhepta-2,4-dienoate 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(2E,4E,6S,7R)-methyl 7-(3-acetamido-2,5-dimethoxyphenyl)-7-(methoxymethoxy)-4,6-dimethylhepta-2,4-dienoate
  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