(20S)-22-benzoylamino-24-hydroxy-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene | 437703-01-0

• 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: (20S)-22-benzoylamino-24-hydroxy-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene
• CAS: 437703-01-0
• 化学式: C₃₆H₅₃NO₃
• 分子量: 547.822
• InChiKey: XQDIZADDPPIZRF-XHWDILORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.63
• 重原子数：
  40.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (20S)-22-benzoylamino-24-hydroxy-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene 在 水 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 36.0h， 以39%的产率得到(20R)-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholest-24-en-22-one
  参考文献：
  名称：

  摘要：

  Delta(23)-22-Oxo steroids were synthesized via 1,3-dipolar cycloaddition of steroidal nitrile oxides to low-molecular dipolarophiles. Cycloaddition of 2-propynyl bromide to 20-carbonitrile oxide, followed by hydrogenation of the isoxazole derivative thus formed gave 22-enamino-24-keto steroid. The latter was then converted into the target enones via several pathways. Compounds with unnatural configuration of the C-20 atom can also be obtained. Delta(23)-22-Oxo steroids were also synthesized through isoxazole derivatives.

  DOI：

  10.1023/a:1013856103349
• 作为产物：
  描述：

  (20S)-22-amino-6β-methoxy-3α,5-cyclo-26,27-bisnorcholest-22-ene-24-one 以 四氢呋喃 、 吡啶 为溶剂， 生成 (20S)-22-benzoylamino-24-hydroxy-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene
  参考文献：
  名称：

  摘要：

  Delta(23)-22-Oxo steroids were synthesized via 1,3-dipolar cycloaddition of steroidal nitrile oxides to low-molecular dipolarophiles. Cycloaddition of 2-propynyl bromide to 20-carbonitrile oxide, followed by hydrogenation of the isoxazole derivative thus formed gave 22-enamino-24-keto steroid. The latter was then converted into the target enones via several pathways. Compounds with unnatural configuration of the C-20 atom can also be obtained. Delta(23)-22-Oxo steroids were also synthesized through isoxazole derivatives.

  DOI：

  10.1023/a:1013856103349