N-Butyl-2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-N-{2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-ethyl}-acetamide | 433304-25-7

• 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: N-Butyl-2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-N-{2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-ethyl}-acetamide
• 英文别名: N-butyl-2-[2,5-dioxo-4-[(E)-pent-1-enyl]furan-3-yl]-N-[2-[2,5-dioxo-4-[(E)-pent-1-enyl]furan-3-yl]ethyl]acetamide
• CAS: 433304-25-7
• 化学式: C₂₆H₃₃NO₇
• 分子量: 471.551
• InChiKey: WACXUYGTAIRAIS-DCIPZJNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-Butyl-2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-N-{2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-ethyl}-acetamide 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以49%的产率得到
  参考文献：
  名称：

  Progress toward a Biomimetic Synthesis of Phomoidride B

  摘要：

  [GRAPHIC]An intramolecular cyclization strategy for effecting a biomimetic synthesis of the core structure of the fungal secondary metabolites phomoidrides A and B is described. The cyclization substrate 20 is prepared in eight steps from dibromide 10. Treatment of 20 with triethylamine in acetonitrile results in a rapid cyclization to give 21 and 22 in good yield.

  DOI：

  10.1021/ol025595c
• 作为产物：
  描述：

  2-[2-[tert-butyl(dimethyl)silyl]oxy-5-oxo-3-[(E)-pent-1-enyl]-2H-furan-4-yl]acetic acid 在 4-二甲氨基吡啶 、 戴斯-马丁氧化剂 、 氟化氢吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 N-Butyl-2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-N-{2-[2,5-dioxo-4-((E)-pent-1-enyl)-2,5-dihydro-furan-3-yl]-ethyl}-acetamide
  参考文献：
  名称：

  Progress toward a Biomimetic Synthesis of Phomoidride B

  摘要：

  [GRAPHIC]An intramolecular cyclization strategy for effecting a biomimetic synthesis of the core structure of the fungal secondary metabolites phomoidrides A and B is described. The cyclization substrate 20 is prepared in eight steps from dibromide 10. Treatment of 20 with triethylamine in acetonitrile results in a rapid cyclization to give 21 and 22 in good yield.

  DOI：

  10.1021/ol025595c

文献信息

• Progress toward a Biomimetic Synthesis of Phomoidride B
  作者：Gary A. Sulikowski、Weidong Liu、Fabio Agnelli、R. Michael Corbett、Zhushou Luo、Stefan J. Hershberger

  DOI：10.1021/ol025595c

  日期：2002.5.1

  [GRAPHIC]An intramolecular cyclization strategy for effecting a biomimetic synthesis of the core structure of the fungal secondary metabolites phomoidrides A and B is described. The cyclization substrate 20 is prepared in eight steps from dibromide 10. Treatment of 20 with triethylamine in acetonitrile results in a rapid cyclization to give 21 and 22 in good yield.