Benzyl chloroformate → 2-{[(Benzyloxy)carbonyl]amino}-3-(4-bromophenyl)propanoic acid

HRID 425375ノート

反応式

HRID 425375 の反応式
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[Br:12][C:13]1[CH:24]=[CH:23][C:16]([CH2:17][CH:18]([C:20]([OH:22])=[O:21])[NH2:19])=[CH:15][CH:14]=1>C(OCC)(=O)C>[CH2:5]([O:4][C:2]([NH:19][CH:18]([CH2:17][C:16]1[CH:15]=[CH:14][C:13]([Br:12])=[CH:24][CH:23]=1)[C:20]([OH:22])=[O:21])=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 10387Benzyl chloroformateHCID 856814-Bromophenylalanine

生成物 1

HCID 220659152-{[(Benzyloxy)carbonyl]amino}-3-(4-bromophenyl)propanoic acid

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

Benzyl chloroformate (8.65 mL, 61.5 mmol) was added to a refluxing solution of 4-bromo-dl-phenylalanine (15 g, 61.5 mmol) in ethyl acetate (250 mL). After stirring at reflux overnight, the reaction mixture was cooled to ambient temperature, filtered through celite and concentrated in vacuo to afford 2-{[(benzyloxy)carbonyl]amino}-3-(4-bromophenyl)propanoic acid which was used in the subsequent step without further purification.

後処理

  1. temperatureat reflux overnight
  2. filtrationfiltered through celite and
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e0dd7a8f33f24837b0f864417f743144
出典データセット
uspto-grants-2012_01
特許番号
US08106070B2

反応ノート

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