methyl (S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylate | 1268819-52-8

• 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: methyl (S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylate
• CAS: 1268819-52-8
• 化学式: C₂₅H₃₄N₂O₆
• 分子量: 458.555
• InChiKey: KVYJZBOGAXKOTH-GGAORHGYSA-N

物化性质

• 沸点：
  604.2±65.0 °C(predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  33.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  methyl (S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylate 在 水 、 氯甲酸乙酯 、 三乙胺 、 三氟乙酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 21.0h， 生成 (2S)-1-[(2R)-2-(cyclopentylmethyl)-3-[formyl(hydroxy)amino]propanoyl]-4-methylidene-N-(5-methyl-1,3-thiazol-2-yl)pyrrolidine-2-carboxamide
  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：

  (R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoic acid 、 4-亚甲基-L-脯氨酸甲酯 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 methyl (S)-1-((R)-3-cyclopentyl-2-((N-((4-methoxybenzyl)oxy)formamido)methyl)propanoyl)-4-methylenepyrrolidine-2-carboxylate
  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