Tert-butyl (s)-(2-(methoxy(methyl)amino)-2-oxo-1-phenylethyl)carbamate → (S)-tert-butyl(2-oxo-1-phenylpropyl)carbamate

HRID 588116노트

반응식

HRID 588116 반응식
[C:1]([O:5][C:6](=[O:21])[NH:7][C@@H:8]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:9](N(OC)C)=[O:10])([CH3:4])([CH3:3])[CH3:2].[CH3:22][Mg+].[Br-]>C1COCC1>[C:1]([O:5][C:6](=[O:21])[NH:7][C@@H:8]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[C:9](=[O:10])[CH3:22])([CH3:2])([CH3:3])[CH3:4]

참가 물질

4

반응물 2

HCID 10968398Tert-butyl (s)-(2-(methoxy(methyl)amino)-2-oxo-1-phenylethyl)carbamateHCID 178418689HCID 178418689, 화합물

생성물 1

HCID 90251117(S)-tert-butyl(2-oxo-1-phenylpropyl)carbamate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

At 0° C., to a solution of (S)-tert-butyl(2-(methoxy(methyl)amino)-2-oxo-1-phenylethyl)carbamate (0.9 g, 3.06 mmol) in anhydrous THF (15 mL), was added MeMgBr (3M solution in Et2O, 2.0 mL, 6.1 mmol) and resultant mixture was allowed to warm and stirred at ambient temperature. After 2 hrs, the reaction was carefully quenched with saturated aqueous NH4Cl solution (10 mL), and the organic contents were extracted with CH2Cl2 (3×25 mL). The volatiles were removed under reduced pressure to afford (S)-tert-butyl(2-oxo-1-phenylpropyl)carbamate. The compound obtained is pure and no further purification is necessary. 1H NMR (300 MHz, CDCl3) δ 7.40-7.33 (m, 5H), 5.88 (bs, 1H), 5.28 (bs, 1H), 2.08 (s, 3H), 1.41 (s, 9H).

후처리

  1. temperatureto warm
  2. customthe reaction was carefully quenched with saturated aqueous NH4Cl solution (10 mL)
  3. extractionthe organic contents were extracted with CH2Cl2 (3×25 mL)
  4. customThe volatiles were removed under reduced pressure

출처 및 근거

ORD 기록
ord-259ca1249f5f4c768d4f8d468bd07177
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09226922B2

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