Реакция #866

ord-b4a1a9f06c874053b3ad0f85aaa15884

Уравнение реакции

CC[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(Cc1ccccc1)C(=O)O)[C@H](C)CC)c1ccccc1
N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide
CC[C@H](NC(=O)[C@H](NC(=O)[C@@H](N)CC(=O)O)[C@H](C)CC)c1ccccc1
α-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide
Выход 72.3%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe catalyst was removed by filtration
  2. 2
    Концентрированиеthe resulting filtrate was concentrated under reduced pressure
  3. 3
    ДругоеThe crystals thus precipitated
  4. 4
    Фильтрацияwere taken out by filtration
  5. 5
    Другоеdried

Методика

To a suspension of 2.81 g (4.7 mmols) of N-benzyloxycarbonyl-β-benzyl-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide in 150 ml of methanol and 50 ml of water was added 2.0 g of 10% Pd-carbon (water content 50%). The mixture was reduced under hydrogen at room temperature for 5 hours. The catalyst was removed by filtration, and the resulting filtrate was concentrated under reduced pressure to be 20 ml. The crystals thus precipitated were taken out by filtration and dried to obtain 1.22 g (3.4 mmols) of α-L-aspartyl-D-isoleucine (S)-α-ethylbenzylamide.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723165uspto-grants-1998_03