methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-[(2S,3S,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-iodooxan-2-yl]oxy-12-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate | 194344-55-3

• 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: methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-[(2S,3S,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-iodooxan-2-yl]oxy-12-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 194344-55-3
• 化学式: C₃₇H₅₇IO₁₁
• 分子量: 804.757
• InChiKey: INNWQACBMXQJAK-BUZVVUJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  49
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-[(2S,3S,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-iodooxan-2-yl]oxy-12-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 三乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 168.0h， 生成 methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-[(2S,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-12-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
  参考文献：
  名称：

  Stereoselective synthesis of triterpene and steroid 2-deoxy-α-glycosides using iodonium dicollidine perchlorate

  摘要：

  2-Deoxy-alpha-glycosides of oleonane type triterpene alcohols and deoxycholic acid were synthesized by glycosylation with glycal acetates in the presence of iodonium dicollidine perchlorate followed by deiodination and deprotection.

  DOI：

  10.1007/bf02495419
• 作为产物：
  描述：

  脱氧胆酸甲酯 、 乙酰化葡萄烯糖 在 iodonium di(2,4,6-trimethylpyridine) perchlorate 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 以79%的产率得到methyl (4R)-4-[(3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-[(2S,3S,4S,5R,6R)-4,5-diacetyloxy-6-(acetyloxymethyl)-3-iodooxan-2-yl]oxy-12-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
  参考文献：
  名称：

  Stereoselective synthesis of triterpene and steroid 2-deoxy-α-glycosides using iodonium dicollidine perchlorate

  摘要：

  2-Deoxy-alpha-glycosides of oleonane type triterpene alcohols and deoxycholic acid were synthesized by glycosylation with glycal acetates in the presence of iodonium dicollidine perchlorate followed by deiodination and deprotection.

  DOI：

  10.1007/bf02495419