(2R,3S)-2-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonylamino]-3-(2-hydroxy-ethylamino)-butyric acid tert-butyl ester | 683205-76-7

• 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: (2R,3S)-2-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonylamino]-3-(2-hydroxy-ethylamino)-butyric acid tert-butyl ester
• CAS: 683205-76-7
• 化学式: C₂₄H₃₃FN₂O₆S
• 分子量: 496.6
• InChiKey: AXIFIZYEFNKICN-HTAPYJJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  113.96
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (2R,3S)-2-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonylamino]-3-(2-hydroxy-ethylamino)-butyric acid tert-butyl ester 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以90%的产率得到(2R,3S)-1-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-3-methyl-piperazine-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8
• 作为产物：
  描述：

  巴豆酸叔丁酯 在 palladium on activated charcoal potassium dioxotetrahydroxoosmate(VI) 、 次氯酸叔丁酯 、 potassium tert-butylate 、 氢气 、 氢化奎尼定 1,4-(2,3-二氮杂萘)二醚 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (2R,3S)-2-[4-(5-Fluoro-2-methyl-benzyloxy)-benzenesulfonylamino]-3-(2-hydroxy-ethylamino)-butyric acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological activity of piperazine-Based dual MMP-13 and TNF-α converting enzyme inhibitors

  摘要：

  A series of novel MMP-13 and TNF-alpha converting enzyme inhibitors based on piperazine 2-hydroxamic acid scaffolds are described. The TACE, MMP-1 and MMP-13 activity of these inhibitors as well as the effect of substitution of the piperazine nitro-en and the P-1' benzyloxy tailpiece is discussed. Moderate in vivo activity is observed with several members of this group. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00666-8