Hydrochloric Acid → HCID 178462136, 화합물

HRID 1197071노트

반응식

HRID 1197071 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

HCID 178462136HCID 178462136, 화합물수율 54.9%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2c62c07ec2cd4fe5b0868641b34f3220
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05116941

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