Benzyl [(R)-4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-YL]carbamate → (3R)-3-Amino-N,N-dimethyl-4-(phenylsulfanyl)butanamide

HRID 2196744노트

반응식

HRID 2196744 반응식
[CH3:1][N:2]([CH3:26])[C:3](=[O:25])[CH2:4][C@@H:5]([NH:14]C(=O)OCC1C=CC=CC=1)[CH2:6][S:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>Br.C(O)(=O)C>[NH2:14][C@@H:5]([CH2:6][S:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH2:4][C:3]([N:2]([CH3:1])[CH3:26])=[O:25]

참가 물질

3

반응물 1

HCID 59803608Benzyl [(R)-4-(dimethylamino)-4-oxo-1-(phenylthio)butan-2-YL]carbamate

생성물 1

HCID 59803658(3R)-3-Amino-N,N-dimethyl-4-(phenylsulfanyl)butanamide

시약·촉매·용매 1

HCID 21893785Acetic Acid Mixture with Hydrobromic Acid용매

실험 절차

A suspension of EXAMPLE 1B (10.60 g) in 50 mL 30% HBr/acetic acid was stirred at room temperature overnight. The resulting homogeneous reaction mixture was concentrated, diluted with water (200 mL) and 5% HCl (100 mL), and washed with diethyl ether (3×). The aqueous phase was adjusted to pH ˜8-9 with solid Na2CO3 and extracted with dichloromethane (5×). The combined organic phases were dried (MgSO4), filtered, and concentrated to give the desired product.

후처리

  1. concentrationThe resulting homogeneous reaction mixture was concentrated
  2. additiondiluted with water (200 mL) and 5% HCl (100 mL)
  3. washwashed with diethyl ether (3×)
  4. extractionextracted with dichloromethane (5×)
  5. dry with materialThe combined organic phases were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-aad26e754d70426d9d6658a7cf3f6aa5
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338466B2

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