Acetyl bromide → O-acetyl-N-benzyloxycarbonyl-L-threonine

HRID 2165232노트

반응식

HRID 2165232 반응식
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:16]([OH:18])=[O:17])[C@@H:13]([CH3:15])[OH:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:19](Br)(=[O:21])[CH3:20]>C(O)(=O)C>[C:19]([O:14][C@H:13]([CH3:15])[C@@H:12]([C:16]([OH:18])=[O:17])[NH:11][C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:10])(=[O:21])[CH3:20]

참가 물질

4

반응물 2

HCID 10482Acetyl bromideHCID 88217N-((Benzyloxy)carbonyl)-L-threonine

생성물 1

HCID 18640002O-acetyl-N-benzyloxycarbonyl-L-threonine

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

To a solution of N-benzyloxycarbonyl-L-threonine (5 g) in acetic acid (50 ml) was added acetyl bromide (1.75 ml) at room temperature. After stirring for an hour at room temperature, the reaction mixture was concentrated and the residue was diluted with ethyl acetate and washed successively with water (2 times) and brine. After drying over sodium sulfate, the ethyl acetate extract was filtered and concentrated to give O-acetyl-N-benzyloxycarbonyl-L-threonine (3.64 g).

후처리

  1. concentrationthe reaction mixture was concentrated
  2. additionthe residue was diluted with ethyl acetate
  3. washwashed successively with water (2 times) and brine
  4. dry with materialAfter drying over sodium sulfate
  5. extractionthe ethyl acetate extract
  6. filtrationwas filtered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6db671a105ea4ab58a2b9cebaa021144
출처 데이터셋
uspto-grants-1990_07
특허 번호
US04939241

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