N-[3-(4-methylocta-3,7-dienyl)phenyl]non-8-enamide | 881422-66-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-[3-(4-methylocta-3,7-dienyl)phenyl]non-8-enamide
• CAS: 881422-66-8
• 化学式: C₂₄H₃₅NO
• 分子量: 353.548
• InChiKey: FXYAUDYQEXVKKT-UHFFFAOYSA-N

物化性质

• 沸点：
  519.9±49.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  26.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-[3-(4-methylocta-3,7-dienyl)phenyl]non-8-enamide 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以36%的产率得到(10Z,14E)-14-Methyl-2-aza-bicyclo[16.3.1]docosa-1(22),10,14,18,20-pentaen-3-one
  参考文献：
  名称：

  A Versatile Approach toward the Ansamycin Antibiotics

  摘要：

  The ansamycin antibiotics contain metacyclophanic macrolactams, many of which possess potent antitumor activity. Only a few total syntheses of this family of natural products have been reported, and modifications to increase potency have not been described. Therefore, a method was developed to prepare the trienomycin A core via resin-bound triphenylphosphonium salts, which serve as both a reagent and a traceless linker to afford olefinic products that undergo ring-closing metathesis (RCM) to give macrocyclic scaffolds of varying ring sizes.

  DOI：

  10.1021/ol060022b
• 作为产物：
  描述：

  (E)-ethyl 3-(3-nitrophenyl)acrylate 在 咪唑 、 碘 、 potassium diazodicarboxylate 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 N-[3-(4-methylocta-3,7-dienyl)phenyl]non-8-enamide
  参考文献：
  名称：

  A Versatile Approach toward the Ansamycin Antibiotics

  摘要：

  The ansamycin antibiotics contain metacyclophanic macrolactams, many of which possess potent antitumor activity. Only a few total syntheses of this family of natural products have been reported, and modifications to increase potency have not been described. Therefore, a method was developed to prepare the trienomycin A core via resin-bound triphenylphosphonium salts, which serve as both a reagent and a traceless linker to afford olefinic products that undergo ring-closing metathesis (RCM) to give macrocyclic scaffolds of varying ring sizes.

  DOI：

  10.1021/ol060022b