(E)-(1R,2R)-1-((3E,7E)-(2R,5R,6S,12R)-6-hydroxy-5,12-dimethyl-11-methylene-14-oxo-oxacyclotetradeca-3,7-dien-2-yl)-2-methylhept-3-enyl acetate | 1071956-63-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (E)-(1R,2R)-1-((3E,7E)-(2R,5R,6S,12R)-6-hydroxy-5,12-dimethyl-11-methylene-14-oxo-oxacyclotetradeca-3,7-dien-2-yl)-2-methylhept-3-enyl acetate
• CAS: 1071956-63-2
• 化学式: C₂₆H₄₀O₅
• 分子量: 432.601
• InChiKey: DQCXCTKSQDOLIE-NUHDDLTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.31
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-(1R,2R)-1-((3E,7E)-(2R,5R,6S,12R)-6-hydroxy-5,12-dimethyl-11-methylene-14-oxo-oxacyclotetradeca-3,7-dien-2-yl)-2-methylhept-3-enyl acetate 在 甲醇 、 potassium carbonate 作用下， 反应 4.0h， 以46%的产率得到(8E,12E)-(4R,10S,11R,14R,15R)-10,14-dihydroxy-4,11-dimethyl-5-methylene-15-((E)-(R)-1-methylhex-2-enyl)oxacyclopentadeca-8-12-dien-2-one
  参考文献：
  名称：

  Total Synthesis of Amphidinolide J

  摘要：

  The marine natural product amphidinolide J has been synthesized according to a convergent strategy. The key steps of this synthesis include a B-alkyl Suzuki-Miyaura coupling and the addition of an alkynyllithium reagent to a Weinreb amide to build the C4-C5 and C12-C13 bonds, respectively, and a Yamaguchi macrolactonization.

  DOI：

  10.1021/ol801708x
• 作为产物：
  描述：

  (E)-(1R,2R)-1-((3E,7E)-(2R,5R,6S,12R)-5,12-dimethyl-11-methylene-14-oxo-6-(triisopropylsilanyloxy)oxacyclotetradeca-3,7-dien-2-yl)-2-methylhept-3-enyl acetate 在 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到(E)-(1R,2R)-1-((3E,7E)-(2R,5R,6S,12R)-6-hydroxy-5,12-dimethyl-11-methylene-14-oxo-oxacyclotetradeca-3,7-dien-2-yl)-2-methylhept-3-enyl acetate
  参考文献：
  名称：

  Total Synthesis of Amphidinolide J

  摘要：

  The marine natural product amphidinolide J has been synthesized according to a convergent strategy. The key steps of this synthesis include a B-alkyl Suzuki-Miyaura coupling and the addition of an alkynyllithium reagent to a Weinreb amide to build the C4-C5 and C12-C13 bonds, respectively, and a Yamaguchi macrolactonization.

  DOI：

  10.1021/ol801708x