23,24-epoxy-(22R)-22-hydroxy-3α,6α-dimethoxymethyloxy-24,25-dimethyl-54b-cholestane | 141069-81-0

• 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: 23,24-epoxy-(22R)-22-hydroxy-3α,6α-dimethoxymethyloxy-24,25-dimethyl-54b-cholestane
• CAS: 141069-81-0
• 化学式: C₃₃H₅₈O₆
• 分子量: 550.82
• InChiKey: KAVZSTCXQRVVHN-NRVZPOSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  69.68
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  23,24-epoxy-(22R)-22-hydroxy-3α,6α-dimethoxymethyloxy-24,25-dimethyl-54b-cholestane 在 silica gel 、 copper(II) sulfate titanium(IV) isopropylate 、 重铬酸吡啶 、 锂硼氢 、 sodium methylate 、 4-甲基苯磺酸吡啶 、 对甲苯磺酸 作用下， 以 甲醇 、 四氯乙烯 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 36.67h， 生成 (22R,23R,24S)-22,23-isopropylidenedioxy-24,25-dimethyl-5α-cholestane-2-en-6-one
  参考文献：
  名称：

  Studies on steroidal plant-growth regulator 25. Concise stereoselective construction of sidechain of brassinosteroid from the intact sidechain of hyodeoxycholic acid: formal syntheses of brassinolide, 25-methylbrassinolide, 26, 27-bisnorbrassinolide and their related compounds

  摘要：

  A concise stereoselective construction of sidechain of brassinolide (1), 25-methylbrassinolide (3) and 26,27-bisnorbrassinolide (4), which involves beta-alkylative 1,3- carbonyl transposition of the alpha,beta-unsaturated ketones 11 and 34 and alpha, beta-unsaturated methyl ester 26, using the intact sidechain of hyodeoxycholic acid (2) as starting material, is described. The formal syntheses of 1, 3 and 4 were accomplished. In the mean time, 25-methylcastasterone (21), 26,27-bisnortyphasterol (6) and the new 25-methyltyphasterol (5) were also syntehesized.

  DOI：

  10.1016/s0040-4020(01)88509-4
• 作为产物：
  描述：

  (E)-(S)-2-((3R,5R,6S,8S,9S,10R,13S,14S,17R)-3,6-Bis-methoxymethoxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-5,6,6-trimethyl-hept-4-en-3-ol 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 23,24-epoxy-(22R)-22-hydroxy-3α,6α-dimethoxymethyloxy-24,25-dimethyl-54b-cholestane
  参考文献：
  名称：

  Studies on steroidal plant-growth regulator 25. Concise stereoselective construction of sidechain of brassinosteroid from the intact sidechain of hyodeoxycholic acid: formal syntheses of brassinolide, 25-methylbrassinolide, 26, 27-bisnorbrassinolide and their related compounds

  摘要：

  A concise stereoselective construction of sidechain of brassinolide (1), 25-methylbrassinolide (3) and 26,27-bisnorbrassinolide (4), which involves beta-alkylative 1,3- carbonyl transposition of the alpha,beta-unsaturated ketones 11 and 34 and alpha, beta-unsaturated methyl ester 26, using the intact sidechain of hyodeoxycholic acid (2) as starting material, is described. The formal syntheses of 1, 3 and 4 were accomplished. In the mean time, 25-methylcastasterone (21), 26,27-bisnortyphasterol (6) and the new 25-methyltyphasterol (5) were also syntehesized.

  DOI：

  10.1016/s0040-4020(01)88509-4