Non-8-enoic acid [3-benzyloxy-5-((Z)-4-methyl-deca-3,9-dienyl)-phenyl]-amide | 881422-72-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Non-8-enoic acid [3-benzyloxy-5-((Z)-4-methyl-deca-3,9-dienyl)-phenyl]-amide
• CAS: 881422-72-6
• 化学式: C₃₃H₄₅NO₂
• 分子量: 487.726
• InChiKey: KBUFOZLSLVGUOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.36
• 重原子数：
  36.0
• 可旋转键数：
  19.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Non-8-enoic acid [3-benzyloxy-5-((Z)-4-methyl-deca-3,9-dienyl)-phenyl]-amide 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 以39%的产率得到(10E,16Z)-22-Benzyloxy-16-methyl-2-aza-bicyclo[18.3.1]tetracosa-1(24),10,16,20,22-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：

  [3-(benzyloxy)-5-nitrophenyl]methanol 在 咪唑 、 碘 、 potassium diazodicarboxylate 、 sodium hydride 、 二异丁基氢化铝 、 溶剂黄146 、 三苯基膦 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 58.5h， 生成 Non-8-enoic acid [3-benzyloxy-5-((Z)-4-methyl-deca-3,9-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