Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-amino-7-(2-tert-butoxycarbonylamino-acetylamino)-12-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester | 307951-06-0

• 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: Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-amino-7-(2-tert-butoxycarbonylamino-acetylamino)-12-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester
• CAS: 307951-06-0
• 化学式: C₅₂H₇₇N₅O₈
• 分子量: 900.212
• InChiKey: BZDQPRVMUKRBJV-CCQXLIJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  65.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  187.18
• 氢给体数：
  5.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-amino-7-(2-tert-butoxycarbonylamino-acetylamino)-12-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl ester 在 N-羟基-7-氮杂苯并三氮唑 、 sodium methylate 、 三氟乙酸 、 N,N'-二异丙基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 (S)-2-Amino-N-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-7-(2-amino-acetylamino)-3-((S)-2-amino-propionylamino)-17-((R)-4-hydroxy-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-12-yl]-3-phenyl-propionamide
  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：

  3α,7α,12α-trihydroxycholan-24-ol 在 platinum(IV) oxide 、 四(三苯基膦)钯 吡啶 、 4-二甲氨基吡啶 、 重铬酸吡啶 、 N-羟基-7-氮杂苯并三氮唑 、 4 A molecular sieve 、 盐酸羟胺 、 氢气 、 三正丁基氢锡 、 sodium acetate 、 sodium 、 对甲苯磺酸 、 三乙胺 、 N,N-二异丙基乙胺 、 二环己胺 、 三氟乙酸 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 丙醇 、 乙醇 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、6.21 MPa 条件下， 反应 323.0h， 生成 Benzoic acid (R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-amino-7-(2-tert-butoxycarbonylamino-acetylamino)-12-((S)-2-tert-butoxycarbonylamino-3-phenyl-propionylamino)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyl 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