[(1R)-6-methoxy-1,7-dimethyl-3-oxo-1-[(1S)-1-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyethyl]-2-benzofuran-4-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate | 1268373-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: [(1R)-6-methoxy-1,7-dimethyl-3-oxo-1-[(1S)-1-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyethyl]-2-benzofuran-4-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• CAS: 1268373-01-8
• 化学式: C₃₃H₃₀F₆O₉
• 分子量: 684.586
• InChiKey: NNEJIHIXTZBXMI-YIAVKNNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  48
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  (R)-7-hydroxy-3-((S)-1-hydroxyethyl)-5-methoxy-3,4-dimethylisobenzofuran-1(3H)-one 、 甲氧基-三氟甲基苯 在 吡啶 作用下， 反应 48.0h， 以1.5 mg的产率得到[(1R)-6-methoxy-1,7-dimethyl-3-oxo-1-[(1S)-1-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxyethyl]-2-benzofuran-4-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Stereochemical Investigations of Isochromenones and Isobenzofuranones Isolated from Leptosphaeria sp. KTC 727

  摘要：

  Two new metabolites, (R)-3,4-dihydro-4,6,8-trihydroxy-4,5-dimethyl-3-methyleneisochromen-1-one (1) and (R)-7-hydroxy-3,4(S)-1-hydroxyethyl)-5-methoxy-3,4-dimethylisobenzofuran-1(3H)-one (2), were isolated along with two structurally known related compounds (3 and 4) from the culture broth of Leptosphaeria sp. KTC 727 (JCM 13076 = MAFF 239586). These structures were disclosed mainly with (1)H and (13)C NMR spectroscopic analyses. The relative configuration of 2 was established by NOE studies. The absolute configuration of this molecule was determined by a combination of the modified Mosher's method and CD spectra after derivatizations. The theoretical CD profiles also supported these assignments. Structural correlations enabled us to establish the absolute configurations of metabolites 1, 3, and 4, in which configurations of the latter two had not been established. Compound 2 exhibited the strongest antifungal activity among them, inhibiting the hyphal growth of Cochliobolus miyabeanus at about 0.5 mu g/mL.

  DOI：

  10.1021/np100838j