methyl (5R,6S)-5-hydroxy-6-methyl-3-oxonon-8-enoate | 350794-10-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: methyl (5R,6S)-5-hydroxy-6-methyl-3-oxonon-8-enoate
• CAS: 350794-10-4
• 化学式: C₁₁H₁₈O₄
• 分子量: 214.262
• InChiKey: YERJNIHSNZAWAR-WCBMZHEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  甲醇 、 以 甲苯 为溶剂， 反应 2.5h， 生成 、 methyl (5R,6S)-5-hydroxy-6-methyl-3-oxonon-8-enoate
  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

文献信息

• Total Synthesis of (−)-Salicylihalamide A
  作者：Barry B. Snider、Fengbin Song

  DOI：10.1021/ol015822v

  日期：2001.6.1

  [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.