(1S,2R,5S,7R,11S,13S,14S,17R,18R)-5-chloro-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-8,10-dioxapentacyclo[11.7.0.02,7.07,11.014,18]icosan-9-one | 1241975-60-9

• 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: (1S,2R,5S,7R,11S,13S,14S,17R,18R)-5-chloro-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-8,10-dioxapentacyclo[11.7.0.02,7.07,11.014,18]icosan-9-one
• CAS: 1241975-60-9
• 化学式: C₂₈H₄₅ClO₃
• 分子量: 465.116
• InChiKey: FLHRCEZLDDOISJ-BFIHJRQLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 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：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二氧化碳 、 3β-chloro-5,6α-epoxy-5α-cholestane 在 sodium bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以68%的产率得到(1S,2R,5S,7R,11S,13S,14S,17R,18R)-5-chloro-2,18-dimethyl-17-[(2R)-6-methylheptan-2-yl]-8,10-dioxapentacyclo[11.7.0.02,7.07,11.014,18]icosan-9-one
  参考文献：
  名称：

  Synthesis of 1′,3′-Dioxolan-2′-one by the Reaction of Steroidal Oxiranes with Carbon Dioxide: Synthesis of Five-MemberedCisCyclic Carbonates

  摘要：

  The reaction of 3-acetoxy-5,6-epoxy-5-cholestane 1, its 3-chloro analogue 2, and 5,6-epoxy-5-cholestane 3 with carbon dioxide gas in the presence of sodium bromide as catalyst with continuous stirring at 100 degrees C for 30min affords selectively the corresponding 1',3',-dioxolan-2'-ones (steroidal cyclic cis-carbonates) 4-6 in excellent yields. The structures of these products have been established on the basis of their elemental analysis and spectral data (infrared, 1H NMR, and mass).

  DOI：

  10.1080/00397910903221761

文献信息

• Synthesis of 1′,3′-Dioxolan-2′-one by the Reaction of Steroidal Oxiranes with Carbon Dioxide: Synthesis of Five-Membered<i>Cis</i>Cyclic Carbonates
  作者：Shamsuzzaman、Khan Aaftab Alam Abdul Baqi

  DOI：10.1080/00397910903221761

  日期：2010.7.12

  The reaction of 3-acetoxy-5,6-epoxy-5-cholestane 1, its 3-chloro analogue 2, and 5,6-epoxy-5-cholestane 3 with carbon dioxide gas in the presence of sodium bromide as catalyst with continuous stirring at 100 degrees C for 30min affords selectively the corresponding 1',3',-dioxolan-2'-ones (steroidal cyclic cis-carbonates) 4-6 in excellent yields. The structures of these products have been established on the basis of their elemental analysis and spectral data (infrared, 1H NMR, and mass).