11β-hydroxy-17α-(1'-methoxyethoxy)-3-oxoandrost-4-ene 17β-carboxylic acid, chloromethyl ester | 137062-72-7

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: 11β-hydroxy-17α-(1'-methoxyethoxy)-3-oxoandrost-4-ene 17β-carboxylic acid, chloromethyl ester
• 英文别名: chloromethyl (8S,9S,10R,11S,13S,14S,17R)-11-hydroxy-17-(1-methoxyethoxy)-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17-carboxylate
• CAS: 137062-72-7
• 化学式: C₂₄H₃₅ClO₆
• 分子量: 454.991
• InChiKey: FXKROGGLDZMVHO-BIKYHDGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  82.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (8S,9S,10R,11S,13S,14S)-11,17-二羟基-10,13-二甲基-3-氧代-2,6,7,8,9,11,12,14,15,16-十氢-1H-环戊二烯并[a]菲-17-羧酸 在 吡啶 、 四丁基硫酸氢铵 、 4-甲基苯磺酸吡啶 、 碳酸氢钠 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 77.0h， 生成 11β-hydroxy-17α-(1'-methoxyethoxy)-3-oxoandrost-4-ene 17β-carboxylic acid, chloromethyl ester
  参考文献：
  名称：

  Regioselective O-alkylation of cortienic acid and synthesis of a new class of glucocorticoids containing a 17α-alkoxy, a 17α-(1′-alkoxyethyloxy), a 17α-alkoxymethyloxy, or a 17α-methylthiomethyloxy function

  摘要：

  The synthesis of a new class of glucocorticoids, to be evaluated as anti-inflammatory agents with expected low systemic toxicity, is described. The new steroids possess a 17-beta-chloromethyl carboxylate function and a 17-alpha-alkoxy, a 17-alpha-(1'-alkoxyethyloxy), a 17-alpha-alkoxymethyloxy, or a 17-alpha-methylthiomethyloxy function. A 17-alpha-alkoxy function is a new feature in cortisol analogs.

  DOI：

  10.1016/0039-128x(91)90008-j

文献信息

• Regioselective O-alkylation of cortienic acid and synthesis of a new class of glucocorticoids containing a 17α-alkoxy, a 17α-(1′-alkoxyethyloxy), a 17α-alkoxymethyloxy, or a 17α-methylthiomethyloxy function
  作者：Pascal Druzgala、Nicholas Bodor

  DOI：10.1016/0039-128x(91)90008-j

  日期：1991.9

  The synthesis of a new class of glucocorticoids, to be evaluated as anti-inflammatory agents with expected low systemic toxicity, is described. The new steroids possess a 17-beta-chloromethyl carboxylate function and a 17-alpha-alkoxy, a 17-alpha-(1'-alkoxyethyloxy), a 17-alpha-alkoxymethyloxy, or a 17-alpha-methylthiomethyloxy function. A 17-alpha-alkoxy function is a new feature in cortisol analogs.