2-Allyl-6-hydroxy-benzoic acid (1S,3R,4S)-3-hydroxy-1-((E)-3-methoxycarbonyl-allyl)-4-methyl-hept-6-enyl ester | 350794-06-8

• 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: 2-Allyl-6-hydroxy-benzoic acid (1S,3R,4S)-3-hydroxy-1-((E)-3-methoxycarbonyl-allyl)-4-methyl-hept-6-enyl ester
• CAS: 350794-06-8
• 化学式: C₂₃H₃₀O₆
• 分子量: 402.488
• InChiKey: FLDNONFEBMYVTL-LGUVURGMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.73
• 重原子数：
  29.0
• 可旋转键数：
  12.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  93.06
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  2-Allyl-6-hydroxy-benzoic acid (R)-2-hydroxy-6-((S)-1-methyl-but-3-enyl)-tetrahydro-pyran-4-yl ester 、 甲氧羰基亚甲基三苯基正膦 以 甲苯 为溶剂， 反应 0.17h， 生成 2-Allyl-6-hydroxy-benzoic acid (1S,3S,4S)-3-hydroxy-1-((Z)-3-methoxycarbonyl-allyl)-4-methyl-hept-6-enyl ester 、 2-Allyl-6-hydroxy-benzoic acid (1S,3S,4S)-3-hydroxy-1-((E)-3-methoxycarbonyl-allyl)-4-methyl-hept-6-enyl ester 、 2-Allyl-6-hydroxy-benzoic acid (1S,3R,4S)-3-hydroxy-1-((Z)-3-methoxycarbonyl-allyl)-4-methyl-hept-6-enyl ester 、 2-Allyl-6-hydroxy-benzoic acid (1S,3R,4S)-3-hydroxy-1-((E)-3-methoxycarbonyl-allyl)-4-methyl-hept-6-enyl ester
  参考文献：
  名称：

  Total Synthesis of (−)-Salicylihalamide A

  摘要：

  [GRAPHICS]A 16-step synthesis of the novel cytotoxin salicylihalamide A (1E) has been achieved in 3.3% overall yield using ring closing metathesis to generate the macrolide and addition of (1Z,3Z)-hexadienylcuprate (2), which was generated in situ from ethylcuprate and acetylene, to alkenyl isocyanate 3 to form the side chain.

  DOI：

  10.1021/ol015822v