2-methyl-4,7-bis(p-toluenesulfonyloxy)-5-decyne | 1353055-39-6

• 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: 2-methyl-4,7-bis(p-toluenesulfonyloxy)-5-decyne
• 英文别名: [9-Methyl-7-(4-methylphenyl)sulfonyloxydec-5-yn-4-yl] 4-methylbenzenesulfonate；[9-methyl-7-(4-methylphenyl)sulfonyloxydec-5-yn-4-yl] 4-methylbenzenesulfonate
• CAS: 1353055-39-6
• 化学式: C₂₅H₃₂O₆S₂
• 分子量: 492.657
• InChiKey: XDBSKRDOSYREJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-methyl-4,7-bis(p-toluenesulfonyloxy)-5-decyne 、 1,6,11-tris(4-methylphenylsulfonyl)-1,6,11-triazaundeca-3,8-diyne 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 19.0h， 生成 (2RS,5SR)-2-isobutyl-5-propyl-1,6,11-tris[(4-methylphenyl)sulfonyl]-1,6,11-triazacyclopentadeca-3,8,13-triyne 、 (2RS,5RS)-2-isobutyl-5-propyl-1,6,11-tris[(4-methylphenyl)sulfonyl]-1,6,11-triazacyclopentadeca-3,8,13-triyne
  参考文献：
  名称：

  Rhodium(I)-Catalyzed [2 + 2 + 2] Cycloaddition Reactions of Triacetylenic 15-Membered Aza Macrocycles: A Comparative Structural Study

  摘要：

  A variety of new nitrogen-containing 15-membered triacetylenic macrocycles with one or two alkyl substituents in a propargylic position have been efficiently synthesized and completely characterized. These macrocyclic systems undergo [2 + 2 + 2] cycloaddition reactions, leading to the corresponding fused tetracycles with a benzene core on treatment with Wilkinson's catalyst, [RhCl(PPh3)(3)]. The effects of alkyl chains have been evaluated on both the efficiency of the reaction and the conformational and structural analysis of the reactants.

  DOI：

  10.1021/om200927f
• 作为产物：
  描述：

  1-己炔-3-醇 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 2-methyl-4,7-bis(p-toluenesulfonyloxy)-5-decyne
  参考文献：
  名称：

  Rhodium(I)-Catalyzed [2 + 2 + 2] Cycloaddition Reactions of Triacetylenic 15-Membered Aza Macrocycles: A Comparative Structural Study

  摘要：

  A variety of new nitrogen-containing 15-membered triacetylenic macrocycles with one or two alkyl substituents in a propargylic position have been efficiently synthesized and completely characterized. These macrocyclic systems undergo [2 + 2 + 2] cycloaddition reactions, leading to the corresponding fused tetracycles with a benzene core on treatment with Wilkinson's catalyst, [RhCl(PPh3)(3)]. The effects of alkyl chains have been evaluated on both the efficiency of the reaction and the conformational and structural analysis of the reactants.

  DOI：

  10.1021/om200927f