(2S)-3-Butoxy-2-{[(2-hydroxypyridin-3-yl)carbonyl]amino}-3-oxopropyl octanoate | 1239579-92-0

• 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: (2S)-3-Butoxy-2-{[(2-hydroxypyridin-3-yl)carbonyl]amino}-3-oxopropyl octanoate
• 英文别名: [(2S)-3-butoxy-3-oxo-2-[(2-oxo-1H-pyridine-3-carbonyl)amino]propyl] octanoate
• CAS: 1239579-92-0
• 化学式: C₂₁H₃₂N₂O₆
• 分子量: 408.495
• InChiKey: UHHNODQLVMCMFA-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  辛酸 、 2-hydroxynicotinoyl-serine-butyl ester 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以69%的产率得到(2S)-3-Butoxy-2-{[(2-hydroxypyridin-3-yl)carbonyl]amino}-3-oxopropyl octanoate
  参考文献：
  名称：

  Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A

  摘要：

  Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from L-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esteri. cation with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A(3). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.104

文献信息

• Synthesis and biological activity of 2-hydroxynicotinoyl-serine-butyl esters related to antibiotic UK-3A
  作者：Ade Arsianti、Muhammad Hanafi、Endang Saepudin、Tsumoru Morimoto、Kiyomi Kakiuchi

  DOI：10.1016/j.bmcl.2010.05.104

  日期：2010.7

  Novel 2-hydroxynicotinoyl-serine-butyl esters have been synthesized. Three-step reactions from L-serine by esterification with n-butanol, amidation with 2-hydroxynicotinic acid and esteri. cation with the corresponding carboxylic acids gave AD-1, AD-2 and AD-3. The toxicity level of esters were determined by Brine shrimp assay, and antibiotic activity was tested against Escherichia coli, Bacillus subtilis, Staphylococcus aureus and Candida albicans. AD-3 showed greater activity as a growth inhibitor of B. subtilis and S. aureus compared to Antimycin A(3). (C) 2010 Elsevier Ltd. All rights reserved.