(meso)-N-benzyl-3,4-diazidopyrrolidine | 1147344-14-6

• 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: (meso)-N-benzyl-3,4-diazidopyrrolidine
• 英文别名: (3R,4S)-3,4-diazido-1-benzylpyrrolidine
• CAS: 1147344-14-6
• 化学式: C₁₁H₁₃N₇
• 分子量: 243.271
• InChiKey: SJTPNWLLDKCASW-PHIMTYICSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  32
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (meso)-N-benzyl-3,4-diazidopyrrolidine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 三氟乙酸 为溶剂， 反应 16.0h， 生成 cis-3,4-diaminopyrrolidine
  参考文献：
  名称：

  Incorporation of biotinylated manganese-salen complexes into streptavidin: New artificial metalloenzymes for enantioselective sulfoxidation

  摘要：

  Incorporation of achiral biotinylated manganese-salen complexes into streptavidin yields artificial metalloenzymes for aqueous sulfoxidation using hydrogen peroxide. Four biotinylated salen ligands were synthesized and their manganese complexes were tested in combination with several streptavidin mutants, yielding moderate conversions (up to 56%) and low enantioselectivities (maximum of 13% ee) for the sulfoxidation of thioanisole. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.11.023
• 作为产物：
  描述：

  (meso)-N-benzyl-3,4-dihydroxypyrrolidine di-p-toluenesulfonate 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以90%的产率得到(meso)-N-benzyl-3,4-diazidopyrrolidine
  参考文献：
  名称：

  Incorporation of biotinylated manganese-salen complexes into streptavidin: New artificial metalloenzymes for enantioselective sulfoxidation

  摘要：

  Incorporation of achiral biotinylated manganese-salen complexes into streptavidin yields artificial metalloenzymes for aqueous sulfoxidation using hydrogen peroxide. Four biotinylated salen ligands were synthesized and their manganese complexes were tested in combination with several streptavidin mutants, yielding moderate conversions (up to 56%) and low enantioselectivities (maximum of 13% ee) for the sulfoxidation of thioanisole. (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.11.023

文献信息

• Incorporation of biotinylated manganese-salen complexes into streptavidin: New artificial metalloenzymes for enantioselective sulfoxidation
  作者：A. Pordea、D. Mathis、T.R. Ward

  DOI：10.1016/j.jorganchem.2008.11.023

  日期：2009.3

  Incorporation of achiral biotinylated manganese-salen complexes into streptavidin yields artificial metalloenzymes for aqueous sulfoxidation using hydrogen peroxide. Four biotinylated salen ligands were synthesized and their manganese complexes were tested in combination with several streptavidin mutants, yielding moderate conversions (up to 56%) and low enantioselectivities (maximum of 13% ee) for the sulfoxidation of thioanisole. (C) 2008 Elsevier B. V. All rights reserved.