N-(4-methoxybenzyl)-2-nitro-N-(non-5-yn-1-yl)benzenesulfonamide | 1426308-89-5

• 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: N-(4-methoxybenzyl)-2-nitro-N-(non-5-yn-1-yl)benzenesulfonamide
• 英文别名: N-[(4-methoxyphenyl)methyl]-2-nitro-N-non-5-ynylbenzenesulfonamide
• CAS: 1426308-89-5
• 化学式: C₂₃H₂₈N₂O₅S
• 分子量: 444.552
• InChiKey: HWLQETAJVNFEEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(4-methoxybenzyl)-2-nitro-N-(non-5-yn-1-yl)benzenesulfonamide 在 氢气 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以97%的产率得到(Z)-N-(4-methoxybenzyl)-2-nitro-N-(non-5-en-1-yl)benzenesulfonamide
  参考文献：
  名称：

  Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an o-Nitrobenzenesulfonyl Group

  摘要：

  Chemoselective hydrogenation of unsaturated compounds bearing an o-nitrobenzenesulfonyl (Ns)-amide moiety, affording the corresponding saturated compounds, was accomplished efficiently without loss of the nitro group by using the Pd/MS3A catalyst and a H-2 balloon. Partial hydrogenation of alkynes bearing an Ns group to corresponding cis alkenes was achieved with the combination of the Pd/BN catalyst and an additive (diethylenetriamine or acetic acid).

  DOI：

  10.1021/ol4002448
• 作为产物：
  描述：

  5-壬基-1-醇 、 N-[(4-甲氧基苯基)甲基]-2-硝基苯磺酰胺 在 bis(2-methoxyethyl) azodicarboxylate 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以67%的产率得到N-(4-methoxybenzyl)-2-nitro-N-(non-5-yn-1-yl)benzenesulfonamide
  参考文献：
  名称：

  Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an o-Nitrobenzenesulfonyl Group

  摘要：

  Chemoselective hydrogenation of unsaturated compounds bearing an o-nitrobenzenesulfonyl (Ns)-amide moiety, affording the corresponding saturated compounds, was accomplished efficiently without loss of the nitro group by using the Pd/MS3A catalyst and a H-2 balloon. Partial hydrogenation of alkynes bearing an Ns group to corresponding cis alkenes was achieved with the combination of the Pd/BN catalyst and an additive (diethylenetriamine or acetic acid).

  DOI：

  10.1021/ol4002448

文献信息

• Chemoselective Hydrogenation Reaction of Unsaturated Bonds in the Presence of an <i>o</i>-Nitrobenzenesulfonyl Group
  作者：Akinori Kawanishi、Chiyako Miyamoto、Yuki Yabe、Makoto Inai、Tomohiro Asakawa、Yoshitaka Hamashima、Hironao Sajiki、Toshiyuki Kan

  DOI：10.1021/ol4002448

  日期：2013.3.15

  Chemoselective hydrogenation of unsaturated compounds bearing an o-nitrobenzenesulfonyl (Ns)-amide moiety, affording the corresponding saturated compounds, was accomplished efficiently without loss of the nitro group by using the Pd/MS3A catalyst and a H-2 balloon. Partial hydrogenation of alkynes bearing an Ns group to corresponding cis alkenes was achieved with the combination of the Pd/BN catalyst and an additive (diethylenetriamine or acetic acid).