methyl 3α,7α-bis[(phenylaminocarbonyl)oxy]-12α-[N-(t-butyloxycarbonyl)amino]-5β-cholan-24-oate | 494748-49-1

• 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: methyl 3α,7α-bis[(phenylaminocarbonyl)oxy]-12α-[N-(t-butyloxycarbonyl)amino]-5β-cholan-24-oate
• CAS: 494748-49-1
• 化学式: C₄₄H₆₁N₃O₈
• 分子量: 759.984
• InChiKey: WUASKKCOSBFWLB-XLYPJMSHSA-N

物化性质

• 沸点：
  754.9±60.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.58
• 重原子数：
  55.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  141.29
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  methyl 3α,7α-bis[(phenylaminocarbonyl)oxy]-12α-[N-(t-butyloxycarbonyl)amino]-5β-cholan-24-oate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 (R)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-12-Amino-10,13-dimethyl-3,7-bis-phenylcarbamoyloxy-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid methyl ester; compound with trifluoro-acetic acid
  参考文献：
  名称：

  Steroidal Ureas as Enantioselective Receptors for an N-Acetyl α-Amino Carboxylate

  摘要：

  Cholic acid has been elaborated into three regioisomeric bis-carbamoylureas, which have been investigated as enantioselective receptors for N-acetyl phenylalanine. L/D selectivities, peaking at 5:1, have been determined by a sensitive and rapid MS-based extraction method that should be generalizable to related systems.

  DOI：

  10.1021/ol027009l
• 作为产物：
  描述：

  异氰酸苯酯 、 methyl 12α-(tert-butyloxycarbonyl)amino-3α,7α-dihydroxy-5β-cholan-24-oate 在 三甲基氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以70%的产率得到methyl 3α,7α-bis[(phenylaminocarbonyl)oxy]-12α-[N-(t-butyloxycarbonyl)amino]-5β-cholan-24-oate
  参考文献：
  名称：

  Steroidal Ureas as Enantioselective Receptors for an N-Acetyl α-Amino Carboxylate

  摘要：

  Cholic acid has been elaborated into three regioisomeric bis-carbamoylureas, which have been investigated as enantioselective receptors for N-acetyl phenylalanine. L/D selectivities, peaking at 5:1, have been determined by a sensitive and rapid MS-based extraction method that should be generalizable to related systems.

  DOI：

  10.1021/ol027009l