(S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylic acid | 1268819-53-9

• 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)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylic acid
• CAS: 1268819-53-9
• 化学式: C₂₄H₃₂N₂O₆
• 分子量: 444.528
• InChiKey: MQKMNNUQXIUFBE-IRLDBZIGSA-N

物化性质

• 沸点：
  646.6±65.0 °C(predicted)
• 密度：
  1.24±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.02
• 重原子数：
  32.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  96.38
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylic acid 在 氯甲酸乙酯 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 2-((S)-1-((R)-3-cyclopentyl-2-((N-hydroxyformamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxamido)-5-fluoropyridine 1-oxide
  参考文献：
  名称：

  Design, synthesis and antibacterial activity of 3-methylenepyrrolidine formyl hydroxyamino derivatives as novel peptide deformylase inhibitors

  摘要：

  The synthesis and antibacterial activity of 3-methylenepyrrolidine formyl hydroxyamino derivatives are reported. The antibacterial activities of these derivatives were evaluated to discover SAR at P-1' and P-3' positions, and most of these derivatives exhibit better in vitro antibacterial activity than existing drugs against drug-resistant clinical isolates including MRSA, PRSP, and Haemophilus influenzae. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.102
• 作为产物：
  描述：

  4-亚甲基-L-脯氨酸甲酯 在 N-甲基吗啉 、 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 (S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylic acid
  参考文献：
  名称：

  Design, synthesis and antibacterial activity of 3-methylenepyrrolidine formyl hydroxyamino derivatives as novel peptide deformylase inhibitors

  摘要：

  The synthesis and antibacterial activity of 3-methylenepyrrolidine formyl hydroxyamino derivatives are reported. The antibacterial activities of these derivatives were evaluated to discover SAR at P-1' and P-3' positions, and most of these derivatives exhibit better in vitro antibacterial activity than existing drugs against drug-resistant clinical isolates including MRSA, PRSP, and Haemophilus influenzae. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.102