(R)-3-[4-(Naphthalen-1-yloxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester | 352665-61-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-3-[4-(Naphthalen-1-yloxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester
• CAS: 352665-61-3
• 化学式: C₃₃H₃₂N₂O₆
• 分子量: 552.627
• InChiKey: KDULJOBONKFNFS-MUUNZHRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.92
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 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-(Naphthalen-1-yloxy)-benzyl]-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester 5-tert-butyl ester 在 palladium on activated charcoal 乙胺嗪 、 三氟化硼乙醚 、 氢气 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (4R)-1-[4-(Naphthalen-1-yloxy)benzyl]-2-oxo-imidazolidine-4-carboxylic acid hydroxyamide
  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 、 1-(4-Bromomethyl-phenoxy)-naphthalene 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 (R)-3-[4-(Naphthalen-1-yloxy)-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