Trifluoroacetic acid → (2R)-3-benzyloxy-2-aminopropanoic acid methyl ester

HRID 989519

반응식

HRID 989519 반응식
[CH3:1][O:2][C:3](=[O:22])[C@@H:4]([CH2:13][O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH:5]C(OC(C)(C)C)=O.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>ClCCl>[CH3:1][O:2][C:3](=[O:22])[C@@H:4]([CH2:13][O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[NH2:5]

참가 물질

6

반응물 4

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 516892Sodium BicarbonateHCID 54103156methyl (2R)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoate

생성물 1

HCID 13635389(2R)-3-benzyloxy-2-aminopropanoic acid methyl ester

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyloxycarbonyl-O-benzyl-D-serine methyl ester (BF8-EZ0-275) (5.0 g, 16 mmol) stirring in dichloromethane (40 mL) and anisole (1 mL) at 0° C. was added trifluoroacetic acid (10 mL). After 4 h at room temperature, a saturated aqueous solution of sodium bicarbonate was added and the resulting mixture extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over sodium sufate, and concentrated. The crude product was used in the next step without further purification.

후처리

  1. extractionthe resulting mixture extracted with ethyl acetate
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over sodium sufate
  4. concentrationconcentrated
  5. customThe crude product was used in the next step without further purification

출처 및 근거

ORD 기록
ord-11cb1c7d66fa4500a13e01441aaea8c8
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06639076B1

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