tert-butyl (2S)-2-[(4-aminophenyl)sulfonylcarbamoyl]pyrrolidine-1-carboxylate | 913626-41-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (2S)-2-[(4-aminophenyl)sulfonylcarbamoyl]pyrrolidine-1-carboxylate
• CAS: 913626-41-2
• 化学式: C₁₆H₂₃N₃O₅S
• 分子量: 369.442
• InChiKey: OCVFZAZBJXKQKP-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-2-[(4-aminophenyl)sulfonylcarbamoyl]pyrrolidine-1-carboxylate 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (2S)-N-(4-benzamidophenyl)sulfonylpyrrolidine-2-carboxamide
  参考文献：
  名称：

  Highly Efficient and Reusable Dendritic Catalysts Derived from N-Prolylsulfonamide for the Asymmetric Direct Aldol Reaction in Water

  摘要：

  The direct aldol reactions catalyzed by chiral dendritic catalysts derived from N-prolylsulfonamide gave the corresponding products in high isolated yields (up to 99%) with excellent anti diastereoselectivities (up to > 99:1) and enantioselectivities (up to > 99% ee) in water. In addition, catalyst 1e may be recovered by precipitation and filtration and reused for at least five times without loss of catalytic activity.

  DOI：

  10.1021/ol061418q
• 作为产物：
  描述：

  (S)-2-(4-Nitro-benzenesulfonylaminocarbonyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 反应 12.0h， 以86%的产率得到tert-butyl (2S)-2-[(4-aminophenyl)sulfonylcarbamoyl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Highly Efficient and Reusable Dendritic Catalysts Derived from N-Prolylsulfonamide for the Asymmetric Direct Aldol Reaction in Water

  摘要：

  The direct aldol reactions catalyzed by chiral dendritic catalysts derived from N-prolylsulfonamide gave the corresponding products in high isolated yields (up to 99%) with excellent anti diastereoselectivities (up to > 99:1) and enantioselectivities (up to > 99% ee) in water. In addition, catalyst 1e may be recovered by precipitation and filtration and reused for at least five times without loss of catalytic activity.

  DOI：

  10.1021/ol061418q

文献信息

• Highly Efficient and Reusable Dendritic Catalysts Derived from <i>N</i>-Prolylsulfonamide for the Asymmetric Direct Aldol Reaction in Water
  作者：Yongyong Wu、Yazhu Zhang、Menglong Yu、Gang Zhao、Shaowu Wang

  DOI：10.1021/ol061418q

  日期：2006.9.1

  The direct aldol reactions catalyzed by chiral dendritic catalysts derived from N-prolylsulfonamide gave the corresponding products in high isolated yields (up to 99%) with excellent anti diastereoselectivities (up to > 99:1) and enantioselectivities (up to > 99% ee) in water. In addition, catalyst 1e may be recovered by precipitation and filtration and reused for at least five times without loss of catalytic activity.