Acetic acid (3R,5S,7R,8R,9S,10S,13R,14S,17R)-3-acetoxy-17-((R)-4-acetoxy-1-methyl-butyl)-12-[(E)-hydroxyimino]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester | 307950-98-7

• 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: Acetic acid (3R,5S,7R,8R,9S,10S,13R,14S,17R)-3-acetoxy-17-((R)-4-acetoxy-1-methyl-butyl)-12-[(E)-hydroxyimino]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester
• CAS: 307950-98-7
• 化学式: C₃₀H₄₇NO₇
• 分子量: 533.706
• InChiKey: SXWBPIUJYMXEHV-KRGNZMACSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  111.49
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (3R,5S,7R,8R,9S,10S,13R,14S,17R)-3-acetoxy-17-((R)-4-acetoxy-1-methyl-butyl)-12-[(E)-hydroxyimino]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester 在 4-二甲氨基吡啶 、 sodium 、 三乙胺 作用下， 以 丙醇 、 二氯甲烷 为溶剂， 反应 60.0h， 生成 [(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7-Dihydroxy-10,13-dimethyl-17-((R)-1-methyl-4-trityloxy-butyl)-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Preparation of a Protected Triamino Analogue of Cholic Acid and Sequential Incorporation of Amino Acids in Solution and on a Solid Support

  摘要：

  GRAPHICSWe have prepared a triamine derivative of cholic acid with protecting groups on the amines that allow sequential amide formation. The triamine was formed from 3 alpha,7 alpha,12 alpha-trihydroxycholan-24-ol with good stereoselectivity. Sequential removal of the amine protecting groups and amide formation was achieved in high-yielding steps and was performed in solution and on a solid support.

  DOI：

  10.1021/ol006336v
• 作为产物：
  描述：

  Acetic acid (3R,5S,7R,8R,9S,10S,13R,14S,17R)-3-acetoxy-17-((R)-4-acetoxy-1-methyl-butyl)-10,13-dimethyl-12-oxo-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以100%的产率得到Acetic acid (3R,5S,7R,8R,9S,10S,13R,14S,17R)-3-acetoxy-17-((R)-4-acetoxy-1-methyl-butyl)-12-[(E)-hydroxyimino]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester
  参考文献：
  名称：

  Preparation of a Protected Triamino Analogue of Cholic Acid and Sequential Incorporation of Amino Acids in Solution and on a Solid Support

  摘要：

  GRAPHICSWe have prepared a triamine derivative of cholic acid with protecting groups on the amines that allow sequential amide formation. The triamine was formed from 3 alpha,7 alpha,12 alpha-trihydroxycholan-24-ol with good stereoselectivity. Sequential removal of the amine protecting groups and amide formation was achieved in high-yielding steps and was performed in solution and on a solid support.

  DOI：

  10.1021/ol006336v