3β-acetoxy-21-acetoxymethylpregn-5-en-20β-ol | 933460-89-0

• 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: 3β-acetoxy-21-acetoxymethylpregn-5-en-20β-ol
• CAS: 933460-89-0
• 化学式: C₂₆H₄₀O₅
• 分子量: 432.601
• InChiKey: ZPAKAYDCBUQMPG-BGLMPXDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-21-acetoxymethylpregn-5-en-20β-ol 在 Zn(N3)2-2 pyr 、 三氟化硼乙醚 、 sodium methylate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 17β-[2'-(4"-methoxyphenyl)-5',6'-dihydro-4'H-1',3'-oxazin-4'-yl]androst-5-en-3β-ol
  参考文献：
  名称：

  Stereoselective synthesis of some 17β-dihydrooxazinyl steroids, as novel presumed inhibitors of 17α-hydroxylase-C17,20-lyase

  摘要：

  17 beta-Dihydrooxazinyl steroids 5a-1 and 6a-1 were synthetized. The acid-catalyzed reactions of 21-azidomethyl-20-hydroxy- and 21-hydroxymethyl-20-azidosteroids with substituted aromatic aldehydes led to the formation of androst-5-en-3 beta-ols substituted in position 17 beta with dihydrooxazine residues. The inhibitory effects of these compounds on rat testicular C-17,C-20-lyase were investigated with an in vitro radioincubation technique. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.05.011
• 作为产物：
  描述：

  乙酸酐 、 3β-acetoxy-21-hydroxymethylpregn-5-ene-20β-ol 在 吡啶 作用下， 反应 3.0h， 以77%的产率得到3β-acetoxy-21-acetoxymethylpregn-5-en-20β-ol
  参考文献：
  名称：

  Stereoselective synthesis of some 17β-dihydrooxazinyl steroids, as novel presumed inhibitors of 17α-hydroxylase-C17,20-lyase

  摘要：

  17 beta-Dihydrooxazinyl steroids 5a-1 and 6a-1 were synthetized. The acid-catalyzed reactions of 21-azidomethyl-20-hydroxy- and 21-hydroxymethyl-20-azidosteroids with substituted aromatic aldehydes led to the formation of androst-5-en-3 beta-ols substituted in position 17 beta with dihydrooxazine residues. The inhibitory effects of these compounds on rat testicular C-17,C-20-lyase were investigated with an in vitro radioincubation technique. (c) 2006 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2006.05.011