[(3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-7,12-diformyloxy-10,13-dimethyl-17-[(2S)-1-oxo-1-(2,3,4,5,6-pentafluorophenyl)sulfanylpropan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] formate | 158809-26-8

• 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: [(3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-7,12-diformyloxy-10,13-dimethyl-17-[(2S)-1-oxo-1-(2,3,4,5,6-pentafluorophenyl)sulfanylpropan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] formate
• CAS: 158809-26-8
• 化学式: C₃₁H₃₅F₅O₇S
• 分子量: 646.673
• InChiKey: FZNVYNLHMLVOLL-MKKKBZDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  [(3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-7,12-diformyloxy-10,13-dimethyl-17-[(2S)-1-oxo-1-(2,3,4,5,6-pentafluorophenyl)sulfanylpropan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] formate 、 苄胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以83%的产率得到Formic acid (3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-17-((S)-1-benzylcarbamoyl-ethyl)-7,12-diformyloxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
  参考文献：
  名称：

  Amide bond formation via pentafluorothiophenyl active esters

  摘要：

  A number of pentafluorothiophenyl (PFTP) esters were shown to be useful acyl donors for amide bond formation, being non-polar, stable to chromatography and extended storage, but sufficiently active for use with relatively unreactive acyl groups. In particular, the synthesis of amide 4 via PFTP ester 5 proved superior to a range of alternative methods, including the use of the analogous pentafluorophenyl active ester 3.

  DOI：

  10.1016/s0040-4039(00)76989-9
• 作为产物：
  描述：

  五氟苯硫酚 、 3α,7α,12α-tris(formyloxy)-23,24-bisnorcholan-22-oic acid 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到[(3R,5S,7R,8R,9S,10S,12S,13S,14S,17R)-7,12-diformyloxy-10,13-dimethyl-17-[(2S)-1-oxo-1-(2,3,4,5,6-pentafluorophenyl)sulfanylpropan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] formate
  参考文献：
  名称：

  Amide bond formation via pentafluorothiophenyl active esters

  摘要：

  A number of pentafluorothiophenyl (PFTP) esters were shown to be useful acyl donors for amide bond formation, being non-polar, stable to chromatography and extended storage, but sufficiently active for use with relatively unreactive acyl groups. In particular, the synthesis of amide 4 via PFTP ester 5 proved superior to a range of alternative methods, including the use of the analogous pentafluorophenyl active ester 3.

  DOI：

  10.1016/s0040-4039(00)76989-9