β-Cytochalasinsaeure | 59861-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: β-Cytochalasinsaeure
• 英文别名: (16R,20R)-7β,9,20-trihydroxy-16-methyl-1-oxo-10-phenyl-9,23-seco-[13]cytochalasa-6(12),13t,21t-trien-23-oic acid；(4R,8R)-11t-((3aS)-1c-benzyl-3a,5c-dihydroxy-7t-methyl-6-methylene-3-oxo-(3ar,7ac)-octahydro-isoindol-4t-yl)-4-hydroxy-8-methyl-undeca-2t,10-dienoic acid
• CAS: 59861-07-3
• 化学式: C₂₉H₃₉NO₆
• 分子量: 497.632
• InChiKey: MUUUEMPIVGAWLI-TYHYBEHESA-N

物化性质

• 沸点：
  735.5±60.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  β-Cytochalasinsaeure 在 2,2'-二硫二吡啶 、 三苯基膦 作用下， 以 xylene 为溶剂， 生成 21,22-Dihydro-isocytochalasin A
  参考文献：
  名称：

  Cytochalasin B (Phomin): Abbaureaktionen und Cyclisierung der B-Cytochalasinsäure zu 21,22-Dihydro-isocytochalasin A

  摘要：

  Cytochalasin B (Phomin): Degradation Reactions and Cyclization of B‐Cytochalasinic Acid to 21,22‐Dihydro‐Isocytochalasin ATreatment of the γ‐lacton 5, a transformation product of cytochalasin B (phomin) (1), with OsO4 gave the dihydroxy derivatives 6 and 7. Cleavage of the former by NaIO4 in aqueous methanol yielded a mixture of the dimethylacetal 10 and the unsaturated aldehyde 11, which are potential intermediates for a total synthesis of cytochalasins. Cytochalasin B (1) was hydrolysed with NaOH in aqueous dioxane to B‐cytochalasinic acid (14). Recyclization of 14 using the Mukaiyama‐Corey method [19] [20] did not yield cytochalasin B (1) but the isomeric 21,22‐dihydro‐isocytochalasin A (18). Treatment of 14 according to Gerlach [21] yielded the phthalimidine 19.

  DOI：

  10.1002/hlca.19760590322