1,3,5-tribromo-2,4-bis(allyloxymethyl)-6-(2',2',5'-tris(methoxycarbonyl)-pent-4'-enyl)benzene | 479213-84-8

• 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: 1,3,5-tribromo-2,4-bis(allyloxymethyl)-6-(2',2',5'-tris(methoxycarbonyl)-pent-4'-enyl)benzene
• 英文别名: trimethyl (E)-1-[[2,4,6-tribromo-3,5-bis(prop-2-enoxymethyl)phenyl]methyl]but-3-ene-1,1,4-tricarboxylate
• CAS: 479213-84-8
• 化学式: C₂₅H₂₉Br₃O₈
• 分子量: 697.212
• InChiKey: GTYJHVIVSGDHQT-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  36
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,3,5-tribromo-2,4-bis(allyloxymethyl)-6-(2',2',5'-tris(methoxycarbonyl)-pent-4'-enyl)benzene 在 palladium diacetate caesium carbonate 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 46.0h， 以35%的产率得到12-[1-Methoxycarbonyl-meth-(E)-ylidene]-4,8-dimethylene-4,7,8,9,11,12-hexahydro-1H,3H,5H-2,6-dioxa-triphenylene-10,10-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Intramolecular Triple Heck Reaction. An Efficient Entry to Fused Tetracycles with a Benzene Core

  摘要：

  Twelve examples of 1,3,5-tribromo-2,4,6-trienylbenzenes were easily synthesized by alkylation, etherification, and amination methods. Under conditions A and B, a series of tetracycles with a benzene core, i.e., fused 5,6,6-, 6,6,6-, and 6,6,7-tetracyclic compounds, were prepared efficiently via this intramolecular triple Heck reaction protocol.

  DOI：

  10.1021/jo0258094
• 作为产物：
  描述：

  2,4,6-三溴-1,3,5-三甲基苯 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 13.83h， 生成 1,3,5-tribromo-2,4-bis(allyloxymethyl)-6-(2',2',5'-tris(methoxycarbonyl)-pent-4'-enyl)benzene
  参考文献：
  名称：

  Intramolecular Triple Heck Reaction. An Efficient Entry to Fused Tetracycles with a Benzene Core

  摘要：

  Twelve examples of 1,3,5-tribromo-2,4,6-trienylbenzenes were easily synthesized by alkylation, etherification, and amination methods. Under conditions A and B, a series of tetracycles with a benzene core, i.e., fused 5,6,6-, 6,6,6-, and 6,6,7-tetracyclic compounds, were prepared efficiently via this intramolecular triple Heck reaction protocol.

  DOI：

  10.1021/jo0258094

文献信息

• Intramolecular Triple Heck Reaction. An Efficient Entry to Fused Tetracycles with a Benzene Core
  作者：Shengming Ma、Bukuo Ni

  DOI：10.1021/jo0258094

  日期：2002.11.1

  Twelve examples of 1,3,5-tribromo-2,4,6-trienylbenzenes were easily synthesized by alkylation, etherification, and amination methods. Under conditions A and B, a series of tetracycles with a benzene core, i.e., fused 5,6,6-, 6,6,6-, and 6,6,7-tetracyclic compounds, were prepared efficiently via this intramolecular triple Heck reaction protocol.