(3aR,4R,6aS)-4-[(Acetyl-benzyl-amino)-methyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester | 388076-99-1

• 分子结构分类: 有机化合物
• 英文名称: (3aR,4R,6aS)-4-[(Acetyl-benzyl-amino)-methyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester
• CAS: 388076-99-1
• 化学式: C₂₂H₃₂N₂O₅
• 分子量: 404.506
• InChiKey: DEKFNNYADARVIA-CEXWTWQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  68.31
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3aR,4R,6aS)-4-[(Acetyl-benzyl-amino)-methyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 生成 N-Benzyl-N-((2R,3R,4S)-3,4-dihydroxy-pyrrolidin-2-ylmethyl)-acetamide
  参考文献：
  名称：

  Derivatives of (2R,3R,4S)-2-Aminomethylpyrrolidine-3,4-diol are selective α-Mannosidase inhibitors

  摘要：

  A collection of (2R,3R,4S)-3,4-dihydroxypyrrolidin-2-yl derivatives have been tested for their inhibitory activities toward 25 glycosidases. Competitive (K-i=7.4 VM) and selective inhibition of alpha -mannosidase from jack bean has been found for (2R,3R,4S)-2-[(benzylamino)methyl]pyrrolidine-3,4-diol and other derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00477-2
• 作为产物：
  描述：

  2,5-{[(tert-butoxy)carbonyl]imino}-2,5-dideoxy-3,4-O-isopropylidene-L-ribose 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (3aR,4R,6aS)-4-[(Acetyl-benzyl-amino)-methyl]-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrole-5-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Derivatives of (2R,3R,4S)-2-Aminomethylpyrrolidine-3,4-diol are selective α-Mannosidase inhibitors

  摘要：

  A collection of (2R,3R,4S)-3,4-dihydroxypyrrolidin-2-yl derivatives have been tested for their inhibitory activities toward 25 glycosidases. Competitive (K-i=7.4 VM) and selective inhibition of alpha -mannosidase from jack bean has been found for (2R,3R,4S)-2-[(benzylamino)methyl]pyrrolidine-3,4-diol and other derivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00477-2