7β,20α-dihydroxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-6(12),13t-diene-1,23-dione | 39156-68-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 细胞松弛素类
• 英文名称: 7β,20α-dihydroxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-6(12),13t-diene-1,23-dione
• 英文别名: (1S,6S,10R,12E,14S,15S,17S,18S,19S)-19-benzyl-6,15-dihydroxy-10,17-dimethyl-16-methylidene-2-oxa-20-azatricyclo[12.7.0.01,18]henicos-12-ene-3,21-dione
• CAS: 39156-68-8
• 化学式: C₂₉H₃₉NO₅
• 分子量: 481.632
• InChiKey: WIULKAASLBZREV-HQTIVUPLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  35
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  95.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  细胞松驰素 A 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 二氢细胞松弛素 、 7β,20α-dihydroxy-16α-methyl-10-phenyl-24-oxa-[14]cytochalasa-6(12),13t-diene-1,23-dione
  参考文献：
  名称：

  [248。30-氧杂-（14）-细胞chalasanes的甲基化反应]。

  摘要：

  AbstractFor synthetic studies the protection of the hydroxyl groups of phomin (cytochalasin B) ((7S,22R,26R)‐7,26‐dihydroxy‐22‐methyl‐30‐oxa‐[14]cytochalasa‐6(18), 19t 27t‐trien‐1,29‐dion) (1), the dodecahydro‐derivative 2, and the dihydro‐derivative 4 by methylation was investigated. Treatment of 1 with CH3I/Ag2O gave the iminoether 6. The reaction of 4 with CH2N2/BF3 led to the di‐O‐methyl derivative 8 and to the N‐methyl‐di‐O‐methyl derivative 9, whereas 2 was transformed to the N‐methyl‐di‐O‐methyl compound 10 and to the iminoether 11.NaBH4 reduction of 3 yielded not only 4 but also the epimeric dihydro derivative 5.

  DOI：

  10.1002/hlca.19720550725