Sodium Carbonate → 3-(4-{ethyl-[(S)-2-(4-methanesulfonylphenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one

HRID 900663ノート

反応式

HRID 900663 の反応式
[CH2:1]([N:3]([C@@H:15]([CH3:25])[CH2:16][C:17]1[CH:22]=[CH:21][C:20](SC)=[CH:19][CH:18]=1)[CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH2:11][O:10][C:9]1=[O:14])[CH3:2].[S:26]([O-:31])(O[O-])(=O)=[O:27].[K+].[K+].[C:34](=O)([O-])[O-].[Na+].[Na+]>CO.O>[CH2:1]([N:3]([C@@H:15]([CH3:25])[CH2:16][C:17]1[CH:18]=[CH:19][C:20]([S:26]([CH3:34])(=[O:31])=[O:27])=[CH:21][CH:22]=1)[CH2:4][CH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH2:11][O:10][C:9]1=[O:14])[CH3:2]

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 10313463Potassium peroxymonosulphateHCID 692253143-(4-{ethyl-[(S)-2-(4-methylsulfanyl-phenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one

生成物 1

HCID 692232353-(4-{ethyl-[(S)-2-(4-methanesulfonylphenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To an ice cooled solution of 3-(4-{ethyl-[(S)-2-(4-methylsulfanylphenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one (0.33 g, 0.9 mmole) in methanol (10 mL) was added a solution of potassium peroxymonosulfate (Oxone®) (1.22 g, 1.98 mmole) in water (10 mL). The reaction mixture was stirred at room temperature for 5 hours. Then 1.5M sodium carbonate solution (10 mL) was added and the mixture was extracted with diethyl ether (20 mL). The organic phase was dried (magnesium sulfate) and concentrated. Purification of the residue by silica gel chromatography with 10% ethyl acetate in chloroform, gave 3-(4-{ethyl-[(S)-2-(4-methanesulfonylphenyl)-1-methylethyl]amino}butyl)-[1,3]oxazinan-2-one, 122, (0.17 g) as a colorless oil. Anal.: Calcd. for C20H33ClN2O4S: C, 55.48; H, 7.68; N, 6.47%. Found C, 52.32; H, 7.42; N, 5.97.

後処理

  1. extractionthe mixture was extracted with diethyl ether (20 mL)
  2. dry with materialThe organic phase was dried (magnesium sulfate)
  3. concentrationconcentrated
  4. customPurification of the residue by silica gel chromatography with 10% ethyl acetate in chloroform

出典と根拠

ORDレコード
ord-a31d8c201f6d43ca83feed8399f097f3
出典データセット
uspto-grants-2008_04
特許番号
US07361648B2

反応ノート

読み込み中…