4-methyl-N-[6-[6-[(4-methylphenyl)sulfonyl-prop-2-ynylamino]hexa-2,4-diynoxy]hexa-2,4-diynyl]-N-prop-2-enylbenzenesulfonamide | 874894-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-methyl-N-[6-[6-[(4-methylphenyl)sulfonyl-prop-2-ynylamino]hexa-2,4-diynoxy]hexa-2,4-diynyl]-N-prop-2-enylbenzenesulfonamide
• CAS: 874894-32-3
• 化学式: C₃₂H₃₀N₂O₅S₂
• 分子量: 586.733
• InChiKey: FXSHZQCEEBCKKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  41
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-methyl-N-[6-[6-[(4-methylphenyl)sulfonyl-prop-2-ynylamino]hexa-2,4-diynoxy]hexa-2,4-diynyl]-N-prop-2-enylbenzenesulfonamide 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以27%的产率得到1-(4-methylphenyl)sulfonyl-3-[2-[4-[2-[1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrol-3-yl]ethynyl]-2,5-dihydrofuran-3-yl]ethynyl]-4-[(E)-2-[1-(4-methylphenyl)sulfonyl-4-[2-[4-[2-[1-(4-methylphenyl)sulfonyl-2,5-dihydropyrrol-3-yl]ethynyl]-2,5-dihydrofuran-3-yl]ethynyl]-2,5-dihydropyrrol-3-yl]ethenyl]-2,5-dihydropyrrole
  参考文献：
  名称：

  Metathesis and Metallotropy:  A Versatile Combination for the Synthesis of Oligoenynes

  摘要：

  We have demonstrated that the combined use of enyne metathesis and metallotropic [1,3]-shift of the corresponding alkynyl ruthenium carbenes is a powerful synthetic tool to construct oligoenynes. In this reaction, alkynyl carbene intermediates formed from an initial ring-closing metathesis reaction (RCM) undergo repetitive [1,3]-shifts and RCMs to give the final products. Linear poly-1,3-diynes containing repeating functionality of the type -[XCH2CCCCCH2]n- generated long-chain conjugated oligoenynes up to n = 5.

  DOI：

  10.1021/ja057153c
• 作为产物：
  描述：

  丙炔醚 在 copper(l) iodide 、 偶氮二甲酸二异丙酯 、 盐酸羟胺 、 正丁胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-methyl-N-[6-[6-[(4-methylphenyl)sulfonyl-prop-2-ynylamino]hexa-2,4-diynoxy]hexa-2,4-diynyl]-N-prop-2-enylbenzenesulfonamide
  参考文献：
  名称：

  Metathesis and Metallotropy:  A Versatile Combination for the Synthesis of Oligoenynes

  摘要：

  We have demonstrated that the combined use of enyne metathesis and metallotropic [1,3]-shift of the corresponding alkynyl ruthenium carbenes is a powerful synthetic tool to construct oligoenynes. In this reaction, alkynyl carbene intermediates formed from an initial ring-closing metathesis reaction (RCM) undergo repetitive [1,3]-shifts and RCMs to give the final products. Linear poly-1,3-diynes containing repeating functionality of the type -[XCH2CCCCCH2]n- generated long-chain conjugated oligoenynes up to n = 5.

  DOI：

  10.1021/ja057153c

文献信息

• Metathesis and Metallotropy:  A Versatile Combination for the Synthesis of Oligoenynes
  作者：Mansuk Kim、Daesung Lee

  DOI：10.1021/ja057153c

  日期：2005.12.1

  We have demonstrated that the combined use of enyne metathesis and metallotropic [1,3]-shift of the corresponding alkynyl ruthenium carbenes is a powerful synthetic tool to construct oligoenynes. In this reaction, alkynyl carbene intermediates formed from an initial ring-closing metathesis reaction (RCM) undergo repetitive [1,3]-shifts and RCMs to give the final products. Linear poly-1,3-diynes containing repeating functionality of the type -[XCH2CCCCCH2]n- generated long-chain conjugated oligoenynes up to n = 5.