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

HRID 1026099노트

반응식

HRID 1026099 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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]+)).

후처리

  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

출처 및 근거

ORD 기록
ord-f7b3df7ca3694ee892eade35df8c46d0
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729113B2

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