تفاعل #866

ord-b4a1a9f06c874053b3ad0f85aaa15884

معادلة التفاعل

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
المردود 72.3%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe catalyst was removed by filtration
  2. 2
    تركيزthe resulting filtrate was concentrated under reduced pressure
  3. 3
    أخرىThe crystals thus precipitated
  4. 4
    ترشيحwere taken out by filtration
  5. 5
    أخرىdried

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723165uspto-grants-1998_03