20-hydroxyecdysone 2,3,22-triacetate 25-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside) | 163916-40-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 20-hydroxyecdysone 2,3,22-triacetate 25-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)
• 英文别名: [(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[(5R,6R)-5-acetyloxy-6-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3-diacetyloxy-14-hydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-hydroxy-2-methylheptan-2-yl]oxyoxan-2-yl]methyl acetate
• CAS: 163916-40-3
• 化学式: C₄₇H₆₈O₁₉
• 分子量: 937.046
• InChiKey: KQQIXSMSJPCNKH-BJNGSJTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  66
• 可旋转键数：
  22
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  260
• 氢给体数：
  2
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  20-hydroxyecdysone 2,3,22-triacetate 25-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside) 在 potassium cyanide 作用下， 以 甲醇 为溶剂， 以85%的产率得到20-hydroxyecdysone 25-β-D-glucopyranoside
  参考文献：
  名称：

  Regioselective synthesis of 20-hydroxyecdysone glycosides

  摘要：

  Four beta-D-glucopyranosides of 20-hydroxyecdysone (1) were prepared. The regioselective course of glycosylation was achieved by the combination of hydroxyl and 1,2-diol protective groups, i.e. acetates and phenyl boronates, in the aglycone moiety.

  DOI：

  10.1016/s0040-4020(01)85536-8
• 作为产物：
  描述：

  蜕皮激素 在 吡啶 、 4-二甲氨基吡啶 、 Ag-silicate 作用下， 以 二氯甲烷 为溶剂， 反应 51.0h， 生成 20-hydroxyecdysone 2,3,22-triacetate 25-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)
  参考文献：
  名称：

  Regioselective synthesis of 20-hydroxyecdysone glycosides

  摘要：

  Four beta-D-glucopyranosides of 20-hydroxyecdysone (1) were prepared. The regioselective course of glycosylation was achieved by the combination of hydroxyl and 1,2-diol protective groups, i.e. acetates and phenyl boronates, in the aglycone moiety.

  DOI：

  10.1016/s0040-4020(01)85536-8