Hydrochloric Acid → HCID 178462136、化合物

HRID 1197071ノート

反応式

HRID 1197071 の反応式
Cl.[NH2:2][C@H:3]([C:5]([NH:7][C@H:8]([C:19]([OH:21])=[O:20])[CH2:9][CH2:10][CH2:11][NH:12][C:13](=[NH:18])[NH:14][N+:15]([O-:17])=[O:16])=[O:6])[CH3:4].[N:22]1([C:31]([O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:32])[C:26](=[O:27])[CH2:25][CH2:24][C@H:23]1[C:28](O)=[O:29]>CN(C=O)C.CC(O)=O>[N:22]1([C:31]([O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:32])[C:26](=[O:27])[CH2:25][CH2:24][C@H:23]1[C:28]([NH:2][C@H:3]([C:5]([NH:7][C@H:8]([C:19]([OH:21])=[O:20])[CH2:9][CH2:10][CH2:11][NH:12][C:13](=[NH:18])[NH:14][N+:15]([O-:17])=[O:16])=[O:6])[CH3:4])=[O:29]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 6376481-(Phenylmethyl) (2S)-5-oxo-1,2-pyrrolidinedicarboxylateHCID 178462180HCID 178462180、化合物

生成物 1

HCID 178462136HCID 178462136、化合物収率 54.9%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6228Dimethylformamide溶媒

実験手順

After 2.31 g (5.0 mmols) of HCl.H-Ala-Arg(NO2)-CHA was dissolved in 10 ml (15.0 mmols) of 1.5N NEM/DMF, 1.93 g (5.0 mmols) of Z-PyroGlu-SDP was added to the solution at 0° to 5° C. The resulting mixture was reacted at room temperature for 18 hours. After completion of the reaction, the reaction solution was diluted with 300 ml of AcOH followed by washing 4 times with 100 ml of cold 5% hydrochloric acid and twice with 100 ml of saturated sodium chloride aqueous solution. After drying over anhydrous magnesium sulfate and decoloring with activated charcoal, the AcOEt phase was distilled under reduced pressure. The residue was recrystallized from MeOH/AcOEt/ether to give 18.4 g (54.9%) of Z-pyroGlu-Ala-Arg(NO2)-CHA.

後処理

  1. additionwas added to the solution at 0° to 5° C
  2. customThe resulting mixture was reacted at room temperature for 18 hours
  3. customAfter completion of the reaction
  4. washby washing 4 times with 100 ml of cold 5% hydrochloric acid
  5. dry with materialAfter drying over anhydrous magnesium sulfate
  6. distillationthe AcOEt phase was distilled under reduced pressure
  7. customThe residue was recrystallized from MeOH/AcOEt/ether

出典と根拠

ORDレコード
ord-2c62c07ec2cd4fe5b0868641b34f3220
出典データセット
uspto-grants-1992_05
特許番号
US05116941

反応ノート

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