(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester | 146275-11-8

• 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: (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester
• 英文别名: methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-diacetyloxy-3-(cyanomethyl)-10,13-dimethyl-3-[4-(pyrrol-1-ylmethyl)phenyl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 146275-11-8
• 化学式: C₄₂H₅₆N₂O₆
• 分子量: 684.916
• InChiKey: URQWATPEFCIMPC-RGIJZJKFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  50
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester 在 盐酸 、 sodium tetrahydroborate 、 臭氧 作用下， 以 甲醇 为溶剂， 生成 (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(4-aminomethyl-phenyl)-3-cyanomethyl-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester
  参考文献：
  名称：

  Protection of primary amino as pyrrole in organometallic reagents

  摘要：

  Pyrrole 5 was converted into Grignard and organocuprate reagents. After addition of the latter to alkene 6, the pyrrole ring was converted to a primary amine by ozonolysis, reduction and hydrolysis.

  DOI：

  10.1016/s0040-4039(00)74737-x
• 作为产物：
  描述：

  (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-(cyano-ethoxycarbonyl-methyl)-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester 在 sodium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以85%的产率得到(R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7,12-Diacetoxy-3-cyanomethyl-10,13-dimethyl-3-(4-pyrrol-1-ylmethyl-phenyl)-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentanoic acid methyl ester
  参考文献：
  名称：

  Protection of primary amino as pyrrole in organometallic reagents

  摘要：

  Pyrrole 5 was converted into Grignard and organocuprate reagents. After addition of the latter to alkene 6, the pyrrole ring was converted to a primary amine by ozonolysis, reduction and hydrolysis.

  DOI：

  10.1016/s0040-4039(00)74737-x