反应 #864

ord-ec57be9eb3044d5884323695460dbccf

反应方程式

CC[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(Cc1ccccc1)C(=O)O)[C@H](C)OCc1ccccc1)c1ccccc1
N-benzyloxycarbonyl-β-benzyl-L-aspartyl-O-benzyl-D-threonine (S)-α-ethylbenzylamide
CC(=O)O
acetic acid
CC[C@H](NC(=O)[C@H](NC(=O)[C@@H](N)CC(=O)O)[C@H](C)O)c1ccccc1
α-L-aspartyl-D-threonine (S)-α-ethylbenzylamide
收率 57.5%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.WAITat 50° C. for 3 hours
  2. 2
    其他The catalyst was removed by filtration
  3. 3
    浓缩the resulting filtrate was concentrated under reduced pressure
  4. 4
    其他the residue was crystallized from water

实验过程

To a solution of 5.30 g (8.0 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-O-benzyl-D-threonine (S)-α-ethylbenzylamide in 150 ml of methanol were added 1.0 ml of acetic acid and 3.0 g of 5% Pd-carbon (water content 50%), and the mixture was reduced under hydrogen overnight at room temperature and then at 50° C. for 3 hours. The catalyst was removed by filtration, the resulting filtrate was concentrated under reduced pressure, and the residue was crystallized from water to obtain 1.60 g (4.6 mmols) of α-L-aspartyl-D-threonine (S)-α-ethylbenzylamide.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05723165uspto-grants-1998_03