3α-benzyloxy-24-bromocholane | 145476-18-2

• 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: 3α-benzyloxy-24-bromocholane
• 英文别名: (3R,5R,8R,9S,10S,13R,14S,17R)-17-[(2R)-5-bromopentan-2-yl]-10,13-dimethyl-3-phenylmethoxy-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
• CAS: 145476-18-2
• 化学式: C₃₁H₄₇BrO
• 分子量: 515.618
• InChiKey: NOKGKBXJRQFALH-AZSCBTJBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3α-benzyloxy-24-bromocholane 以 N,N-二甲基甲酰胺 为溶剂， 反应 40.0h， 生成 4'-(3α-benzyloxychol-24-en)-2',2',6',6'-tetramethylpiperidine-1'-oxyl
  参考文献：
  名称：

  Syntheses of potential spin probes for biomembranes - tempo and proxyl nitroxides of lithocholic acid

  摘要：

  The synthesis of a steroidal spin label 10 containing a tempo nitroxide group in the side chain of lithocholic acid 1 is reported. This is the first report of a tempo nitroxide in d steroidal side chain. The methodology involved d Wittig condensation between the steroidal phosphonium ylide 7 and tempone 9. The synthesis Of d proxyl nitroxide 16 with the proxyl group in the side chain of 1 is also described. A mild oxidation of 16 to the corresponding 3-keto spin label 17 in high yield is also achieved.

  DOI：

  10.1016/s0040-4020(01)92284-7
• 作为产物：
  描述：

  Methyl-3α-benzyloxy-5percentb-cholan-24-oate 在 lithium aluminium tetrahydride 、 四溴化碳 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 5.25h， 生成 3α-benzyloxy-24-bromocholane
  参考文献：
  名称：

  Syntheses of potential spin probes for biomembranes - tempo and proxyl nitroxides of lithocholic acid

  摘要：

  The synthesis of a steroidal spin label 10 containing a tempo nitroxide group in the side chain of lithocholic acid 1 is reported. This is the first report of a tempo nitroxide in d steroidal side chain. The methodology involved d Wittig condensation between the steroidal phosphonium ylide 7 and tempone 9. The synthesis Of d proxyl nitroxide 16 with the proxyl group in the side chain of 1 is also described. A mild oxidation of 16 to the corresponding 3-keto spin label 17 in high yield is also achieved.

  DOI：

  10.1016/s0040-4020(01)92284-7

文献信息

• Syntheses of potential spin probes for biomembranes - tempo and proxyl nitroxides of lithocholic acid
  作者：Sharmila Banerjee、Girish K. Trivedi

  DOI：10.1016/s0040-4020(01)92284-7

  日期：1992.11

  The synthesis of a steroidal spin label 10 containing a tempo nitroxide group in the side chain of lithocholic acid 1 is reported. This is the first report of a tempo nitroxide in d steroidal side chain. The methodology involved d Wittig condensation between the steroidal phosphonium ylide 7 and tempone 9. The synthesis Of d proxyl nitroxide 16 with the proxyl group in the side chain of 1 is also described. A mild oxidation of 16 to the corresponding 3-keto spin label 17 in high yield is also achieved.