Trifluoroacetic acid → (S)-2-Amino-3-(4-(phenylsulfonyl)phenyl)propanamide

HRID 600339노트

반응식

HRID 600339 반응식
[NH2:1][C:2](=[O:28])[C@@H:3]([NH:20]C(=O)OC(C)(C)C)[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:20][C@@H:3]([CH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:7][CH:6]=1)[C:2]([NH2:1])=[O:28]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57999655(S)-tert-butyl 1-amino-1-oxo-3-(4-(phenylsulfonyl)phenyl)propan-2-ylcarbamate

생성물 1

HCID 57999691(S)-2-Amino-3-(4-(phenylsulfonyl)phenyl)propanamide수율 52.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of (S)-tert-butyl 1-amino-1-oxo-3-(4-(phenylsulfonyl)phenyl)propan-2-ylcarbamate (440 mg) in DCM (10 mL) at 0° C. was added TFA (2.51 mL). The mixture was allowed to warm to RT and stirred for 1 h. The mixture was concentrated in vacuo and partitioned between saturated aqueous sodium bicarbonate and ethyl acetate, dried over sodium sulfate, filtered and concentrated in vacuo to leave the subtitle compound (175 mg) as a white solid.

후처리

  1. concentrationThe mixture was concentrated in vacuo
  2. custompartitioned between saturated aqueous sodium bicarbonate and ethyl acetate
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-775f7b830b52419fa054822d94704055
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902181B2

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