(R)-3-[4-(4-Fluoro-phenoxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester | 352665-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-3-[4-(4-Fluoro-phenoxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester
• CAS: 352665-53-3
• 化学式: C₂₉H₂₉FN₂O₆
• 分子量: 520.557
• InChiKey: MSJXJZVWMHORRN-RUZDIDTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  38.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  85.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-3-[4-(4-Fluoro-phenoxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 (4R)-1-[4-(4-fluorophenoxy)benzyl]-2-oxo-imidazolidine-4-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Design and synthesis of 2-oxo-imidazolidine-4-carboxylic acid hydroxyamides as potent matrix metalloproteinase-13 inhibitors

  摘要：

  A novel series of imidazolidinone-based matrix metalloproteinase (MMP) inhibitors was discovered by structural modification of pyrrolidinone 1a. Potent inhibition of MMP-13 was exhibited by the analogues having 4-(4-fluorophenoxy)phenyl (4a, IC50 = 3 nM) and 4-(naphth-2-yloxy)phenyl (4h, IC50 - 4 nM) as Pl ' groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00187-1
• 作为产物：
  描述：

  ^tbutyl 3-benzyloxycarbonylimidazolidin-2-one-4(S)-carboxylate 、 4-(4-fluorophenoxy)benzyl bromide 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 (R)-3-[4-(4-Fluoro-phenoxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester
  参考文献：
  名称：

  Design and synthesis of 2-oxo-imidazolidine-4-carboxylic acid hydroxyamides as potent matrix metalloproteinase-13 inhibitors

  摘要：

  A novel series of imidazolidinone-based matrix metalloproteinase (MMP) inhibitors was discovered by structural modification of pyrrolidinone 1a. Potent inhibition of MMP-13 was exhibited by the analogues having 4-(4-fluorophenoxy)phenyl (4a, IC50 = 3 nM) and 4-(naphth-2-yloxy)phenyl (4h, IC50 - 4 nM) as Pl ' groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00187-1