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

HRID 588116ノート

反応式

HRID 588116 の反応式
[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]

参加物

4

反応物 2

HCID 10968398Tert-butyl (s)-(2-(methoxy(methyl)amino)-2-oxo-1-phenylethyl)carbamateHCID 178418689HCID 178418689、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-259ca1249f5f4c768d4f8d468bd07177
出典データセット
uspto-grants-2016_01
特許番号
US09226922B2

反応ノート

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