(S)-4-methanesulfonyloxy-1,1-diphenyl-2-(1-pyrrolyl)-butane | 173605-86-2

• 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: (S)-4-methanesulfonyloxy-1,1-diphenyl-2-(1-pyrrolyl)-butane
• 英文别名: Bmvaovujtruvos-fqevstjzsa-；[(3S)-4,4-diphenyl-3-pyrrol-1-ylbutyl] methanesulfonate
• CAS: 173605-86-2
• 化学式: C₂₁H₂₃NO₃S
• 分子量: 369.485
• InChiKey: BMVAOVUJTRUVOS-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  56.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-4-methanesulfonyloxy-1,1-diphenyl-2-(1-pyrrolyl)-butane 在 palladium on activated charcoal 甲酸铵 、 碳酸氢钠 作用下， 以 四氢呋喃 、 甲醇 、 乙腈 为溶剂， 反应 51.0h， 生成 Bis-((S)-4,4-diphenyl-3-pyrrol-1-yl-butyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and investigation of a hindered, chiral, bicyclic guanidine

  摘要：

  Chiral amidines and guanidines have potential as enantioselective catalysts for reactions of nitroalkanes, through formation of hydrogen-bonded complexes with nitronate anions. With this in mind, the bicyclic guanidine 9 was synthesized from amino-alcohol 12, employing pyrrole formation as a protection method for the amino-nitrogen. Low enantioselectivities were obtained when 9 was used as catalyst for conjugate additions of nitroalkanes. However, other applications are suggested by its hindered, chiral and strongly basic nature.

  DOI：

  10.1016/0957-4166(95)00374-x
• 作为产物：
  描述：

  (S)-2-amino-1,1-diphenylbutan-4-ol 在 吡啶 作用下， 以 溶剂黄146 为溶剂， 反应 2.67h， 生成 (S)-4-methanesulfonyloxy-1,1-diphenyl-2-(1-pyrrolyl)-butane
  参考文献：
  名称：

  Synthesis and investigation of a hindered, chiral, bicyclic guanidine

  摘要：

  Chiral amidines and guanidines have potential as enantioselective catalysts for reactions of nitroalkanes, through formation of hydrogen-bonded complexes with nitronate anions. With this in mind, the bicyclic guanidine 9 was synthesized from amino-alcohol 12, employing pyrrole formation as a protection method for the amino-nitrogen. Low enantioselectivities were obtained when 9 was used as catalyst for conjugate additions of nitroalkanes. However, other applications are suggested by its hindered, chiral and strongly basic nature.

  DOI：

  10.1016/0957-4166(95)00374-x

文献信息

• Synthesis and investigation of a hindered, chiral, bicyclic guanidine
  作者：Anthony P. Davis、Kevin J. Dempsey

  DOI：10.1016/0957-4166(95)00374-x

  日期：1995.11

  Chiral amidines and guanidines have potential as enantioselective catalysts for reactions of nitroalkanes, through formation of hydrogen-bonded complexes with nitronate anions. With this in mind, the bicyclic guanidine 9 was synthesized from amino-alcohol 12, employing pyrrole formation as a protection method for the amino-nitrogen. Low enantioselectivities were obtained when 9 was used as catalyst for conjugate additions of nitroalkanes. However, other applications are suggested by its hindered, chiral and strongly basic nature.