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

HRID 1807884노트

반응식

HRID 1807884 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-5ad5308f6ec64971b8a0dd126bc0b6e9
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08357712B2

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