2(R)-[(N-benzyloxy-N-formylamino)-methyl]-hexanoic acid-[1'(S)-(bezofuran-2-carbonyl)-2',2'-dimethyl-propyl]-amide | 301685-19-8

• 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: 2(R)-[(N-benzyloxy-N-formylamino)-methyl]-hexanoic acid-[1'(S)-(bezofuran-2-carbonyl)-2',2'-dimethyl-propyl]-amide
• 英文别名: (2R)-N-[(2S)-1-(1-benzofuran-2-yl)-3,3-dimethyl-1-oxobutan-2-yl]-2-[[formyl(phenylmethoxy)amino]methyl]hexanamide
• CAS: 301685-19-8
• 化学式: C₂₉H₃₆N₂O₅
• 分子量: 492.615
• InChiKey: KQCCNULOVGQGSF-YIXXDRMTSA-N

物化性质

• 密度：
  1.143±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  36
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  88.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2(R)-[(N-benzyloxy-N-formylamino)-methyl]-hexanoic acid-[1'(S)-(bezofuran-2-carbonyl)-2',2'-dimethyl-propyl]-amide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 2(R)-[(N-formyl-N-hydroxyamino)-methyl]-hexanoic acid-(1'(S)-(benzofuran-2-carbonyl)-2',2'-dimethylpropyl)amide
  参考文献：
  名称：

  Peptide deformylase inhibitors with activity against respiratory tract pathogens

  摘要：

  A series of analogues of the peptide deformylase (PDF) inhibitor BB-3497 where the P3' amide bond was replaced with a ketone functionality is described. The in vitro antibacterial profiling of these compounds revealed that they demonstrate activity against pathogens associated with respiratory tract infections. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.013
• 作为产物：
  描述：

  [1(S)-(benzofuran-2-carbonyl)-2,2-dimethylpropyl]-carbamic acid tert-butyl ester 在 盐酸 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 生成 2(R)-[(N-benzyloxy-N-formylamino)-methyl]-hexanoic acid-[1'(S)-(bezofuran-2-carbonyl)-2',2'-dimethyl-propyl]-amide
  参考文献：
  名称：

  Peptide deformylase inhibitors with activity against respiratory tract pathogens

  摘要：

  A series of analogues of the peptide deformylase (PDF) inhibitor BB-3497 where the P3' amide bond was replaced with a ketone functionality is described. The in vitro antibacterial profiling of these compounds revealed that they demonstrate activity against pathogens associated with respiratory tract infections. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.10.013

文献信息

• US6716878B1
  申请人：——

  公开号：US6716878B1

  公开（公告）日：2004-04-06
• Peptide deformylase inhibitors with activity against respiratory tract pathogens
  作者：Stephen P East、R.Paul Beckett、Daniel C Brookings、John M Clements、Sheila Doel、Kenneth Keavey、Gilles Pain、Helen K Smith、Wayne Thomas、Alison J Thompson、Richard S Todd、Mark Whittaker

  DOI：10.1016/j.bmcl.2003.10.013

  日期：2004.1

  A series of analogues of the peptide deformylase (PDF) inhibitor BB-3497 where the P3' amide bond was replaced with a ketone functionality is described. The in vitro antibacterial profiling of these compounds revealed that they demonstrate activity against pathogens associated with respiratory tract infections. (C) 2003 Elsevier Ltd. All rights reserved.