Ethyl 2-(benzylamino)propanoate → Methyl 4-(benzyl(1-ethoxy-1-oxopropan-2-yl)amino)butanoate

HRID 45079

반응식

HRID 45079 반응식
[CH2:1]([O:3][C:4](=[O:15])[CH:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:6])[CH3:2].O=[C:17]([CH2:22][CH3:23])[C:18]([O:20][CH3:21])=[O:19]>ClCCCl>[CH3:21][O:20][C:18](=[O:19])[CH2:17][CH2:22][CH2:23][N:7]([CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH:5]([C:4]([O:3][CH2:1][CH3:2])=[O:15])[CH3:6]

참가 물질

4

반응물 2

HCID 222273Ethyl 2-(benzylamino)propanoateHCID 5451272-Ketobutyric acid methyl ester

생성물 1

HCID 67423852Methyl 4-(benzyl(1-ethoxy-1-oxopropan-2-yl)amino)butanoate

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

2-Benzylamino-propionic acid ethyl ester (1.4 g, 6.7 mmol), methyl oxo-butanoate (1.7 g, 13.5 mmol), TEA (1.9 mL, 13.5 mmol) and NaBH(Oac)3 (2.9 g, 13.5 mmol) are taken up in 1,2-DCE (35 mL) and stirred at rt for 4 h. The reaction is partitioned between DCM and saturated aqueous NaHCO3. The organic layer is removed, dried over anhydrous Na2SO4, and concentrated in vacuo. The crude residue is used without further purification. MS (ESI) m/z 308.3 (M+1).

후처리

  1. customThe reaction is partitioned between DCM and saturated aqueous NaHCO3
  2. customThe organic layer is removed
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe crude residue is used without further purification

출처 및 근거

ORD 기록
ord-d92dfaf9d1ac46d8976050a22f2b5b56
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541432B2

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