Hydrochloric Acid → (2R,3S)-2-amino-3-(benzyloxy)-4,4,4-trifluorobutanoic acid hydrochloride salt

HRID 238576

반응식

HRID 238576 반응식
[CH2:1]([O:8][C@H:9]([C:22]([F:25])([F:24])[F:23])[C@@H:10]([NH:14]C(OC(C)(C)C)=O)[C:11]([OH:13])=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:26]>CCOC(C)=O>[ClH:26].[NH2:14][C@H:10]([C@H:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C:22]([F:24])([F:25])[F:23])[C:11]([OH:13])=[O:12]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 58035704(2R,3S)-2-(tert-Butoxycarbonylamino)-3-(benzyloxy)-4,4,4-trifluorobutanoic acid

생성물 1

HCID 49800574(2R,3S)-2-amino-3-(benzyloxy)-4,4,4-trifluorobutanoic acid hydrochloride salt수율 84%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

To a solution of (2R,3S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)-4,4,4-trifluorobutanoic acid (1.56 g, 4.2 mmol) in EtOAc (30 mL) was added EtOAc saturated with hydrogen chloride (30 mL) at 0° C. Then, the mixture was stirred at room temperature for 1.5 h. After concentration of the reaction mixture to about 15 mL, the white solid was collected by filtration and washed with EtOAc, dried in vacuum to give the title compound (2R,3S)-2-amino-3-(benzyloxy)-4,4,4-trifluorobutanoic acid hydrochloride salt (1.06 g, 84% for two steps). 1H NMR (400 MHz, CD3OD, δ in ppm) 7.32˜7.44 (m, 5H), 4.86 (d, J=2.0 Hz, 2H), 4.70 (dq, J=3.6, 6.6 Hz, 1H), 4.50 (d, J=3.6 Hz, 1H).

후처리

  1. filtrationAfter concentration of the reaction mixture to about 15 mL, the white solid was collected by filtration
  2. washwashed with EtOAc
  3. customdried in vacuum

출처 및 근거

ORD 기록
ord-050d1ef4519a4eb4abb6c3f1a88031c6
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08642632B2

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