Trifluoroacetic acid → methyl (2S)-2-amino-4-phenoxybutanoate

HRID 1026099ノート

反応式

HRID 1026099 の反応式
[CH3:1][O:2][C:3](=[O:22])[C@@H:4]([NH:14]C(OC(C)(C)C)=O)[CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3](=[O:22])[C@@H:4]([NH2:14])[CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67178164(S)-2-tert-butoxycarbonylamino-4-phenoxy-butyric acid methyl ester

生成物 1

HCID 67177678methyl (2S)-2-amino-4-phenoxybutanoate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of (S)-2-tert-butoxycarbonylamino-4-phenoxy-butyric acid methyl ester (1.15 g) in dichloromethane (3 ml) was added under an argon atmosphere trifluoroacetic acid (4.2 ml). The mixture was stirred for 16 h. The mixture was concentrated. The residue was treated with sodium bicarbonate solution until the pH was basic and extracted with dichloromethane twice. The combined organic layers were dried (MgSO4) and evaporated. The product was used without purification for the next step, yellow oil. MS (ISP): 210.3 ([M+H]+)).

後処理

  1. concentrationThe mixture was concentrated
  2. additionThe residue was treated with sodium bicarbonate solution until the pH
  3. extractionextracted with dichloromethane twice
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. customevaporated
  6. customThe product was used without purification for the next step, yellow oil

出典と根拠

ORDレコード
ord-f7b3df7ca3694ee892eade35df8c46d0
出典データセット
uspto-grants-2014_05
特許番号
US08729113B2

反応ノート

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