(S)-2-(4-Bromo-butyrylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester | 1001068-57-0

• 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: (S)-2-(4-Bromo-butyrylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester
• CAS: 1001068-57-0
• 化学式: C₁₄H₁₈BrNO₄
• 分子量: 344.205
• InChiKey: OZGJYFNOSLMEMN-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-2-(4-Bromo-butyrylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester 在 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 生成 methyl (2S)-2-[4-[4-[[[2-cyclohexyl-4-(hydroxyamino)-4-oxobutanoyl]amino]methyl]triazol-1-yl]butanoylamino]-3-(4-hydroxyphenyl)propanoate
  参考文献：
  名称：

  Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry

  摘要：

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

  DOI：

  10.1021/ol061431a
• 作为产物：
  描述：

  4-溴丁酰氯 、 L-酪氨酸甲酯 生成 (S)-2-(4-Bromo-butyrylamino)-3-(4-hydroxy-phenyl)-propionic acid methyl ester
  参考文献：
  名称：

  Rapid Assembly of Matrix Metalloprotease Inhibitors Using Click Chemistry

  摘要：

  A panel of 96 metalloprotease inhibitors was assembled using "click chemistry" by reacting eight zinc-binding hydroxamate warheads with 12 azide building blocks. Screens of the bidentate compounds against representative metalloproteases provided discerning inhibition fingerprints, revealing compounds with low micromolar potency against MMP-7. The relative ease and convenience of the strategy in constructing focused chemical libraries for rapid in situ screening of MMPs is thereby demonstrated.

  DOI：

  10.1021/ol061431a