(Z)-1-(dimethylsulfamoyl-1H-imidazol-4-yl)bromoacrylate | 1372976-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (Z)-1-(dimethylsulfamoyl-1H-imidazol-4-yl)bromoacrylate
• 英文别名: methyl (Z)-2-bromo-3-[1-(dimethylsulfamoyl)imidazol-4-yl]prop-2-enoate
• CAS: 1372976-40-3
• 化学式: C₉H₁₂BrN₃O₄S
• 分子量: 338.182
• InChiKey: WQRUTUYLPNTRTO-YWEYNIOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  89.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (Z)-1-(dimethylsulfamoyl-1H-imidazol-4-yl)bromoacrylate 在 bis(1,5-cyclooctadiene)nickel (0) 、 水 、 三苯基膦 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 10.5h， 生成
  参考文献：
  名称：

  Studies toward the Total Synthesis of Nagelamide K

  摘要：

  A stereocontrolled strategy toward the synthesis of nagelamide K has been developed. The dimeric imidazole acrylate, diimidazolidenesuccinate, was constructed as a synthetic precursor by a Ni-catalyzed coupling reaction; the microwave-promoted intramolecular aza-Michael addition afforded the imidazo[1,5-a]pyridine core structure of nagelamide K in high stereoselectivity. A detaurine-dediamino analogue of nagelamide K has been prepared.

  DOI：

  10.1021/ol3005886
• 作为产物：
  描述：

  N,N-二甲基咪唑-1-磺酰胺 在 乙基溴化镁 、 溴化二甲基溴化锍 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 (Z)-1-(dimethylsulfamoyl-1H-imidazol-4-yl)bromoacrylate
  参考文献：
  名称：

  Studies toward the Total Synthesis of Nagelamide K

  摘要：

  A stereocontrolled strategy toward the synthesis of nagelamide K has been developed. The dimeric imidazole acrylate, diimidazolidenesuccinate, was constructed as a synthetic precursor by a Ni-catalyzed coupling reaction; the microwave-promoted intramolecular aza-Michael addition afforded the imidazo[1,5-a]pyridine core structure of nagelamide K in high stereoselectivity. A detaurine-dediamino analogue of nagelamide K has been prepared.

  DOI：

  10.1021/ol3005886

文献信息

• Studies toward the Total Synthesis of Nagelamide K
  作者：Biao Jiang、Jue Wang、Zuo-gang Huang

  DOI：10.1021/ol3005886

  日期：2012.4.20

  A stereocontrolled strategy toward the synthesis of nagelamide K has been developed. The dimeric imidazole acrylate, diimidazolidenesuccinate, was constructed as a synthetic precursor by a Ni-catalyzed coupling reaction; the microwave-promoted intramolecular aza-Michael addition afforded the imidazo[1,5-a]pyridine core structure of nagelamide K in high stereoselectivity. A detaurine-dediamino analogue of nagelamide K has been prepared.