3-(2-phenylbenzo[b]furan-3-yl)prop-2-ynyl 2,3,6-trideoxy-α-L-erythro-hexopyranoside | 1208260-48-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: 3-(2-phenylbenzo[b]furan-3-yl)prop-2-ynyl 2,3,6-trideoxy-α-L-erythro-hexopyranoside
• 英文别名: (2S,3R,6R)-2-methyl-6-[3-(2-phenyl-1-benzofuran-3-yl)prop-2-ynoxy]oxan-3-ol
• CAS: 1208260-48-3
• 化学式: C₂₃H₂₂O₄
• 分子量: 362.425
• InChiKey: UJAHIUAXZBUWLI-SAWYMBPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-phenylbenzo[b]furan-3-yl)prop-2-ynyl 2,3,6-trideoxy-α-L-erythro-hexopyranoside 在 偶氮二甲酸二异丙酯 、 叠氮磷酸二苯酯 、 水 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 3-(2-phenyl-benzo[b]furan-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside
  参考文献：
  名称：

  Synthesis and antibacterial activity of aminosugar-functionalized intercalating agents

  摘要：

  A series of previously reported amino sugar-functionalized intercalating agents, 3-14, were evaluated in two antibacterial assays (paper disk diffusion and 96-well microdilution) against Bacillus atrophaeus, ATCC 9372 and Escherichia coli, ATCC 47076. Although none of the compounds were active against this E. coli strain, several showed activity against B. atrophaeus. In anticipation of the need for larger amounts of these compounds for future structure-activity relationship studies, improved routes to 11-14 were developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.10.010
• 作为产物：
  描述：

  3-碘-2-苯基-苯并呋喃 在 哌啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 生成 3-(2-phenylbenzo[b]furan-3-yl)prop-2-ynyl 2,3,6-trideoxy-α-L-erythro-hexopyranoside
  参考文献：
  名称：

  Synthesis and antibacterial activity of aminosugar-functionalized intercalating agents

  摘要：

  A series of previously reported amino sugar-functionalized intercalating agents, 3-14, were evaluated in two antibacterial assays (paper disk diffusion and 96-well microdilution) against Bacillus atrophaeus, ATCC 9372 and Escherichia coli, ATCC 47076. Although none of the compounds were active against this E. coli strain, several showed activity against B. atrophaeus. In anticipation of the need for larger amounts of these compounds for future structure-activity relationship studies, improved routes to 11-14 were developed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2009.10.010

文献信息

• Synthesis and antibacterial activity of aminosugar-functionalized intercalating agents
  作者：Wei Shi、Sandra L. Marcus、Todd L. Lowary

  DOI：10.1016/j.carres.2009.10.010

  日期：2010.1

  A series of previously reported amino sugar-functionalized intercalating agents, 3-14, were evaluated in two antibacterial assays (paper disk diffusion and 96-well microdilution) against Bacillus atrophaeus, ATCC 9372 and Escherichia coli, ATCC 47076. Although none of the compounds were active against this E. coli strain, several showed activity against B. atrophaeus. In anticipation of the need for larger amounts of these compounds for future structure-activity relationship studies, improved routes to 11-14 were developed. (C) 2009 Elsevier Ltd. All rights reserved.