Hydrochloric Acid → 2-Benzyloxycarbonylamino-3-(2,4-dichlorobenzenesulfonylamino)-2-methylpropionic Acid

HRID 1994434ノート

反応式

HRID 1994434 の反応式
[CH2:1]([O:8][C:9]([NH:11][C:12]([CH3:30])([CH2:17][NH:18][S:19]([C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[Cl:29])(=[O:21])=[O:20])[C:13]([O:15]C)=[O:14])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].C([O-])(O)=O.[Na+].Cl>CO.O>[CH2:1]([O:8][C:9]([NH:11][C:12]([CH3:30])([CH2:17][NH:18][S:19]([C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[Cl:29])(=[O:20])=[O:21])[C:13]([OH:15])=[O:14])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 68695213Methyl 2-benzyloxycarbonylamino-3-(2,4-dichlorobenzenesulfonylamino)-2-methylpropionate

生成物 1

HCID 686938982-Benzyloxycarbonylamino-3-(2,4-dichlorobenzenesulfonylamino)-2-methylpropionic Acid収率 87.7%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

反応条件

温度
60 °C

実験手順

0.08 g (0.168 mmol) of methyl 2-benzyloxycarbonylamino-3-(2,4-dichlorobenzenesulfonylamino)-2-methylpropionate and 0.093 g (0.674 mmol) of potassium carbonate are stirred in a mixture of 4.5 ml of MeOH and 0.5 ml of water for 90 min. Then 3 ml of saturated NaHCO3 solution are added, and the mixture is stirred at 60° C. for 2 h. 0.5 ml of water is added, followed by 4N HCl (aq) until a pH of 2 is reached. The solution is extracted 3 times with 10 ml of EtOAc each time, the combined organic phases are dried over MgSO4, and the solvent is removed in vacuo. 68 mg of the desired product are obtained. MW=460 (calculated, monoisotopic), measured value: (M+H)+461.

後処理

  1. extractionThe solution is extracted 3 times with 10 ml of EtOAc each time
  2. dry with materialthe combined organic phases are dried over MgSO4
  3. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-5b6693dda13d4be4b94dd3017b70533b
出典データセット
uspto-grants-2010_01
特許番号
US07652007B2

反応ノート

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