(4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enal | 1259234-71-3

• 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: (4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enal
• 英文别名: (E,4S,5R)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enal
• CAS: 1259234-71-3
• 化学式: C₁₇H₂₃NO₇
• 分子量: 353.372
• InChiKey: GKGXNHOCZZMXRY-OVIKPHDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  99.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4S,5R,E)-5-(2,5-dimethoxy-3-nitrophenyl)-5-(methoxymethoxy)-2,4-dimethylpent-2-enal 、 甲氧羰基亚甲基三苯基正膦 以 甲苯 为溶剂， 以95%的产率得到(2E,4E,6S,7R)-methyl 7-(2,5-dimethoxy-3-nitrophenyl)-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
• 作为产物：
  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

文献信息

• Asymmetric Total Synthesis and Structural Elucidation of NFAT-68
  作者：Lin Wang、Yumeng Xi、Shouliang Yang、Rong Zhu、Yufan Liang、Jiahua Chen、Zhen Yang

  DOI：10.1021/ol102574d

  日期：2011.1.7

  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.