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

HRID 2165232ノート

反応式

HRID 2165232 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-6db671a105ea4ab58a2b9cebaa021144
出典データセット
uspto-grants-1990_07
特許番号
US04939241

反応ノート

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