Potassium Carbonate → methyl (R)-2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-propionate

HRID 2116688ノート

反応式

HRID 2116688 の反応式
O.O.P([O-])([O-])(O)=O.[Na+].[Na+].O.O.P([O-])(O)(O)=O.[Na+].[C:18]([NH:21][CH:22]([CH2:27][C:28]1[CH:33]=[C:32]([CH3:34])[C:31]([NH2:35])=[C:30]([Cl:36])[CH:29]=1)[C:23]([O:25][CH3:26])=[O:24])(=[O:20])[CH3:19].[OH-].[Na+].C(=O)([O-])[O-].[K+].[K+]>O.CC(C)=O>[C:18]([NH:21][C@H:22]([CH2:27][C:28]1[CH:33]=[C:32]([CH3:34])[C:31]([NH2:35])=[C:30]([Cl:36])[CH:29]=1)[C:23]([O:25][CH3:26])=[O:24])(=[O:20])[CH3:19]

参加物

8

反応物 5

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 6451167Sodium Phosphate, Dibasic, DihydrateHCID 23673460Sodium Phosphate, Monobasic, DihydrateHCID 69196550Methyl 2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-propionate

生成物 1

HCID 69362808methyl (R)-2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-propionate

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

反応条件

温度
37 °C

実験手順

22 mL Alcalase 2.4 L FG (Novozymes ANS; DK 2880 Bagsvaerd) were added to a solution of 27.3 g (178 mmol) disodium hydrogen phosphate dihydrate in 1000 mL water at 37° C. and the pH was adjusted to 7.5 by the addition of sodium dihydrogen phosphate dihydrate. Then 21.1 g (74 mmol) methyl 2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-propionate dissolved in 210 mL acetone was added dropwise with stirring at 37° C. The pH of the reaction mixture was kept constantly in the range from pH 7.4 to pH 7.6 by the addition of 1 M NaOH. After the addition had ended the mixture was stirred for 3 h at 37° C. The reaction mixture was combined with 500 ml 15% potassium carbonate solution and extracted twice with 250 ml dichloromethane. The combined organic extracts were dried over sodium sulphate, evaporated down under reduced pressure and purified by column chromatography over silica gel.

後処理

  1. additionwas added dropwise
  2. additionAfter the addition
  3. stirringwas stirred for 3 h at 37° C
  4. extractionextracted twice with 250 ml dichloromethane
  5. dry with materialThe combined organic extracts were dried over sodium sulphate
  6. customevaporated down under reduced pressure
  7. custompurified by column chromatography over silica gel

出典と根拠

ORDレコード
ord-3746ef6d748e4361a0042a45a3385923
出典データセット
uspto-grants-2008_10
特許番号
US07439237B2

反応ノート

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