3β-chloro-5α-cholestano-[5,6-c]-isoxazolidin-5'-one | 1421610-78-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3β-chloro-5α-cholestano-[5,6-c]-isoxazolidin-5'-one
• 英文别名: (1S,2R,5S,7S,11S,13S,14S,17R,18R)-5-chloro-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-9-oxa-8-azapentacyclo[11.7.0.02,7.07,11.014,18]icosan-10-one
• CAS: 1421610-78-7
• 化学式: C₂₈H₄₆ClNO₂
• 分子量: 464.132
• InChiKey: KMVWOKLAOXDBAF-FWDAHSSNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3β-chloro-5α-cholestan-6-one 在 盐酸羟胺 、 sodium acetate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成  3β-chloro-5α-cholestano-[5,6-c]-isoxazolidin-5'-one
  参考文献：
  名称：

  Construction of novel steroidal isoxazolidinone derivatives under Vilsmeier–Haack conditions

  摘要：

  A novel expeditious and convenient synthesis of 5 alpha-cholestano-[5,6-c]-isoxazolidin-5'-ones based on the reaction of 5 alpha-6-hydroxyiminocholestanes with Vilsmeier-Haack reagent (DMF/POC1(3)) is described. The systems presented here, are novel scaffolds and have not been described before. Structural assignment of newly synthesized compounds was performed by IR, H-1 NMR, C-13 NMR, 2D H-1-H-1 COSY, MS and analytical data. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.105