methyl (1S,9S,11S,12R)-3,5-diacetyloxy-12-(2,4-diacetyloxybenzoyl)-11-(2,4-diacetyloxyphenyl)-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-6-carboxylate | 1382859-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: methyl (1S,9S,11S,12R)-3,5-diacetyloxy-12-(2,4-diacetyloxybenzoyl)-11-(2,4-diacetyloxyphenyl)-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-6-carboxylate
• CAS: 1382859-11-1
• 化学式: C₄₀H₃₈O₁₆
• 分子量: 774.732
• InChiKey: NHKLOQPBZNXSMC-WYWAHMIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  56
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  210
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  morusalbanol A 、 乙酸酐 在 吡啶 作用下， 反应 8.0h， 以8.5 mg的产率得到methyl (1S,9S,11S,12R)-3,5-diacetyloxy-12-(2,4-diacetyloxybenzoyl)-11-(2,4-diacetyloxyphenyl)-9-methyl-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-6-carboxylate
  参考文献：
  名称：

  Morusalbanol A, a neuro-protective Diels–Alder adduct with an unprecedented architecture from Morus alba

  摘要：

  Morusalbanol A (1), a neuro-protective Diels Alder adduct with a new carbon skeleton, was isolated from the bark of Morus alba. Compound 1 showed evidence of interesting astropisomerism, and resulted in the absence of a number of key proton and carbon signals in the NMR spectra. Its structure was thus elucidated by spectroscopic analysis of its peracetylated derivative (2) and its absolute configuration established as 1S,3S,4R,55 via experimental and calculated ECD spectra of 1. In a neuro-protective assay, morusalbanol A (1) significantly attenuated the H2O2-induced cell damage in a dose-dependent manner. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.017