[(E,3S,6R)-6-(5,5-dimethyl-4-oxofuran-2-yl)-2-methyl-1-[(2S)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]hept-1-en-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1440916-83-5

• 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,3S,6R)-6-(5,5-dimethyl-4-oxofuran-2-yl)-2-methyl-1-[(2S)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]hept-1-en-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1440916-83-5
• 化学式: C₃₀H₃₅F₃O₇
• 分子量: 564.599
• InChiKey: IIBNLMLHPIKKMV-ZDIPBELRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  nemoralisin A 、 (R)-methoxytrifluoromethylphenylacetyl chloride 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以60%的产率得到[(E,3S,6R)-6-(5,5-dimethyl-4-oxofuran-2-yl)-2-methyl-1-[(2S)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]hept-1-en-3-yl] (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Bioactive Terpenoids from the Fruits of Aphanamixis grandifolia

  摘要：

  From the fruits of the tropical tree Aphanamixis grandifolia, five new evodulone-type limonoids, aphanalides I-M (1-5), one new apo-tirutallane-type triterpenoid, polystanin E (6), and three new chain-like diterpenoids, nemoralisins A-C (7-9), along with 12 known compounds were identified. The 0 absolute configurations were determined by a combination of single-crystal X-ray diffraction studies, Mo-2(OAc)(4)-induced electronic circular dichroism (ECD) data, the Mosher ester method, and calculated ECD data. The cytotoxicities of all the isolates and the insecticidal activities of the limonoids were evaluated.

  DOI：

  10.1021/np400126q