N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)pentyl]benzenesulfonamide | 1175712-09-0

• 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-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)pentyl]benzenesulfonamide
• 英文别名: N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-tributylstannylpentyl]benzenesulfonamide
• CAS: 1175712-09-0
• 化学式: C₃₁H₅₁NO₃SSn
• 分子量: 636.527
• InChiKey: DEXLPPUOZWPGKL-QMKYUQMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.36
• 重原子数：
  37
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)pentyl]benzenesulfonamide 在 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.83h， 生成 N-[(1S)-1-(tributylstannyl)pentyl]benzenesulfonamide
  参考文献：
  名称：

  Electrochemical Cleavage of Sulfonamides: An Efficient and Tunable Strategy to Prevent β-Fragmentation and Epimerization

  摘要：

  The electrochemical reduction of sensitive sulfonamides is described. The addition of a benzoyl group on the nitrogen atom facilitates the reductive cleavage of sulfonamides preventing beta-fragmentation and epimerization. This strategy was successfully applied to the cyclopropylamine and to alpha-amino stannanes.

  DOI：

  10.1021/ol300003f
• 作为产物：
  描述：

  diethoxymethyltributyltin 在 copper(l) iodide 、 camphor-10-sulfonic acid 、 对甲苯磺酸 作用下， 以 乙醚 、 甲苯 为溶剂， 反应 2.5h， 生成 N-[(1R)-2-hydroxy-1-phenylethyl]-N-[(1S)-1-(tributylstannyl)pentyl]benzenesulfonamide
  参考文献：
  名称：

  Electrochemical Cleavage of Sulfonamides: An Efficient and Tunable Strategy to Prevent β-Fragmentation and Epimerization

  摘要：

  The electrochemical reduction of sensitive sulfonamides is described. The addition of a benzoyl group on the nitrogen atom facilitates the reductive cleavage of sulfonamides preventing beta-fragmentation and epimerization. This strategy was successfully applied to the cyclopropylamine and to alpha-amino stannanes.

  DOI：

  10.1021/ol300003f

文献信息

• Electrochemical Cleavage of Sulfonamides: An Efficient and Tunable Strategy to Prevent β-Fragmentation and Epimerization
  作者：Pierre Viaud、Vincent Coeffard、Christine Thobie-Gautier、Isabelle Beaudet、Nicolas Galland、Jean-Paul Quintard、Erwan Le Grognec

  DOI：10.1021/ol300003f

  日期：2012.2.3

  The electrochemical reduction of sensitive sulfonamides is described. The addition of a benzoyl group on the nitrogen atom facilitates the reductive cleavage of sulfonamides preventing beta-fragmentation and epimerization. This strategy was successfully applied to the cyclopropylamine and to alpha-amino stannanes.