4-(((((2S,3aR,4R,5R,7S,8S,9R,9aS,12R)-2-fluoro-8-(formyloxy)-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl)oxy)carbonyl)carbamoyl)phenyl acetate | 1234677-73-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-(((((2S,3aR,4R,5R,7S,8S,9R,9aS,12R)-2-fluoro-8-(formyloxy)-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl)oxy)carbonyl)carbamoyl)phenyl acetate
• CAS: 1234677-73-6
• 化学式: C₃₁H₃₈FNO₈
• 分子量: 571.643
• InChiKey: TVOOZIZHNDBXIX-PXHBGPLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.97
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  125.07
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-(((((2S,3aR,4R,5R,7S,8S,9R,9aS,12R)-2-fluoro-8-(formyloxy)-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl)oxy)carbonyl)carbamoyl)phenyl acetate 在 乙醇 、 potassium hydroxide 作用下， 反应 1.0h， 以88.3%的产率得到(2S,3aR,4R,5R,7S,8S,9R,9aS,12R)-2-fluoro-8-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl (4-hydroxybenzoyl)carbamate
  参考文献：
  名称：

  Synthesis and antibacterial activity of C-2(S)-substituted pleuromutilin derivatives

  摘要：

  In order to probe the effect of C-2(S)-substituted groups in the antibacterial activity. a series of novel C-2(S)-substituted pleuromutilin analogues of SB-225586 were synthesized and evaluated for then in vitro antibacterial activity. The results of antibacterial activities indicated that C-2(S)-substituted pleuromutilin derivatives retained appreciable antibacterial activity, and the 2-fluorination compounds 6a and 6b are more potent than the corresponding 2-hydroxylation analogues 7a and 7b. (C) 2010 Yu She Yang Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved

  DOI：

  10.1016/j.cclet.2010.01.001
• 作为产物：
  描述：

  4-acetoxybenzoyl chloride 、 (3aR,4R,5R,7S,8S,9R,9aS,12R)-5-hydroxy-4,7,9,12-tetramethyl-3-oxo-7-vinyl-3,3a,4,5,6,7,8,9-octahydro-4,9a-propanocyclopenta[8]annulen-8-yl formate 、 silver cyanate 以 二氯甲烷 为溶剂， 以85.8%的产率得到4-(((((2S,3aR,4R,5R,7S,8S,9R,9aS,12R)-2-fluoro-8-(formyloxy)-4,7,9,12-tetramethyl-3-oxo-7-vinyldecahydro-4,9a-propanocyclopenta[8]annulen-5-yl)oxy)carbonyl)carbamoyl)phenyl acetate
  参考文献：
  名称：

  Synthesis and antibacterial activity of C-2(S)-substituted pleuromutilin derivatives

  摘要：

  In order to probe the effect of C-2(S)-substituted groups in the antibacterial activity. a series of novel C-2(S)-substituted pleuromutilin analogues of SB-225586 were synthesized and evaluated for then in vitro antibacterial activity. The results of antibacterial activities indicated that C-2(S)-substituted pleuromutilin derivatives retained appreciable antibacterial activity, and the 2-fluorination compounds 6a and 6b are more potent than the corresponding 2-hydroxylation analogues 7a and 7b. (C) 2010 Yu She Yang Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved

  DOI：

  10.1016/j.cclet.2010.01.001