polycitone B | 272118-06-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: polycitone B
• 英文别名: [5-(3,5-dibromo-4-hydroxybenzoyl)-3,4-bis(3,5-dibromo-4-hydroxyphenyl)-1H-pyrrol-2-yl]-(3,5-dibromo-4-hydroxyphenyl)methanone
• CAS: 272118-06-6
• 化学式: C₃₀H₁₃Br₈NO₆
• 分子量: 1122.67
• InChiKey: IXNVKAZKJRUOPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  45
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  131
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  polycitone B 在 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2,5-bis(4-acetoxy-3,5-dibromobenzoyl)-3,4-bis(4-acetoxy-3,5-dibromophenyl)-1-[2-(4-acetoxyphenyl)ethyl]-1H-pyrrole
  参考文献：
  名称：

  Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B

  摘要：

  Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel-Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A(1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH groups. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the subsituents on the pyrrole ring.

  DOI：

  10.1021/ol026555b
• 作为产物：
  描述：

  2,5-bis(4-methoxybenzoyl)-3,4-bis(4-methoxyphenyl)pyrrole 在 aluminium(III) iodide 、 溴 、 四丁基碘化铵 、 溶剂黄146 作用下， 以 苯 为溶剂， 反应 60.0h， 生成 polycitone B
  参考文献：
  名称：

  Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B

  摘要：

  Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel-Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A(1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH groups. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the subsituents on the pyrrole ring.

  DOI：

  10.1021/ol026555b

文献信息

• Total Syntheses of the Marine Pyrrole Alkaloids Polycitone A and B
  作者：Andreas T. Kreipl、Caroline Reid、Wolfgang Steglich

  DOI：10.1021/ol026555b

  日期：2002.9.1

  Polycitone B (2) was obtained in four steps from pyrrole dicarboxylic acid 3, including Friedel-Crafts reaction of the corresponding acid chloride with anisole. The conversion of 2 into polycitone A(1) was achieved in two steps via Mitsunobu alkylation of the pyrrolic NH groups. The synthesis of polycitone A proceeds in 18% overall yield and offers the possibility of varying the subsituents on the pyrrole ring.