(E)-5-[((2S,3R)-4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-carbonyl)-amino]-pent-3-enoic acid methyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-5-[((2S,3R)-4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-carbonyl)-amino]-pent-3-enoic acid methyl ester
• 英文别名: 5-[(4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-carbonyl)-amino]-pent-3-enoic acid methyl ester；methyl (E)-5-[[(2S,3R)-4-methylidene-2-octyl-5-oxooxolane-3-carbonyl]amino]pent-3-enoate
• 化学式: C₂₀H₃₁NO₅
• 分子量: 365.47
• InChiKey: PEDKAIJETWFXFD-KTGWGUMDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  C75 、 methyl (E)-5-aminopent-3-enoate 在 tris(2-oxo-3-oxazolinyl)phosphine oxide 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 (E)-5-[((2S,3R)-4-Methylene-2-octyl-5-oxo-tetrahydro-furan-3-carbonyl)-amino]-pent-3-enoic acid methyl ester
  参考文献：
  名称：

  New α-methylene-γ-butyrolactones with antimycobacterial properties

  摘要：

  The synthesis and antimyco bacterial activity of a series of alpha-methylene-gamma-butyrolactones based on the natural product protolichesterinic acid are described. Compounds 9-12 bearing an allylamide group at the C-4 position showed improved activity with MICs in the range of 6.25-12.5 mu g/mL. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.119

文献信息

• New α-methylene-γ-butyrolactones with antimycobacterial properties
  作者：Minerva A. Hughes、Jill M. McFadden、Craig A. Townsend

  DOI：10.1016/j.bmcl.2005.05.119

  日期：2005.9

  The synthesis and antimyco bacterial activity of a series of alpha-methylene-gamma-butyrolactones based on the natural product protolichesterinic acid are described. Compounds 9-12 bearing an allylamide group at the C-4 position showed improved activity with MICs in the range of 6.25-12.5 mu g/mL. (c) 2005 Elsevier Ltd. All rights reserved.