| 139299-93-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 139299-93-7
• 化学式: C₄₁H₅₈O₂₃S
• 分子量: 950.964
• InChiKey: BRMLMSBRNZOKSY-VKNDCZQCSA-N

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 breynin A 以 甲醇 、 乙醚 为溶剂， 以60%的产率得到
  参考文献：
  名称：

  Structures of breynins A and B, architecturally complex orally active, hypocholesterolemic spiroketal glycosides

  摘要：

  Breynin A and its oxy congener, breynin B, were reisolated from the woody portion of the Taiwanese shrub Breynia officinalis Hemsl and formulated as 1 and 2, respectively. An arsenal of NMR techniques including DEPT, heteronuclear chemical shift correlation, H-1-H-1 COSY, and inverse long-range H-1-C-13 experiments were employed. Of particular importance for the NMR study was the preparation of breynin A undecaacetate (11). The analysis independently generated structure 1, confirming the assignment for breynin A recently reported by Ohkuma et al. However, spectral data and direct oxidation of breynin A to B demonstrated that the latter is not the hemithioacetal 8 as suggested by Ohkuma, but rather the isomeric sulfoxide 2. Improved purification of the Breynia glycosides via droplet counter-current distribution and HPLC is also described.

  DOI：

  10.1021/jo00045a022