Pent-4-enoic acid [3-((Z)-4-methyl-octa-3,7-dienyl)-phenyl]-amide | 881422-62-4

• 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: Pent-4-enoic acid [3-((Z)-4-methyl-octa-3,7-dienyl)-phenyl]-amide
• 英文别名: N-[3-(4-methylocta-3,7-dienyl)phenyl]pent-4-enamide
• CAS: 881422-62-4
• 化学式: C₂₀H₂₇NO
• 分子量: 297.44
• InChiKey: RIAXRSSVUJDAIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.44
• 重原子数：
  22.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.35
• 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：

  Pent-4-enoic acid [3-((Z)-4-methyl-octa-3,7-dienyl)-phenyl]-amide 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以47%的产率得到(6E,10Z)-10-Methyl-2-aza-bicyclo[12.3.1]octadeca-1(18),6,10,14,16-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 Pent-4-enoic acid [3-((Z)-4-methyl-octa-3,7-dienyl)-phenyl]-amide
  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