Hydrochloric Acid → Z-PyroGlu-Pro-Arg(NO2)

HRID 1197073노트

반응식

HRID 1197073 반응식
Cl.[NH:2]1[CH2:23][CH2:22][CH2:21][C@H:3]1[C:4]([NH:6][C@H:7]([C:18]([OH:20])=[O:19])[CH2:8][CH2:9][CH2:10][NH:11][C:12](=[NH:17])[NH:13][N+:14]([O-:16])=[O:15])=[O:5].[N:24]1([C:33]([O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[O:34])[C:28](=[O:29])[CH2:27][CH2:26][C@H:25]1[C:30](O)=[O:31]>CN(C=O)C.CC(O)=O>[N:24]1([C:33]([O:35][CH2:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[O:34])[C:28](=[O:29])[CH2:27][CH2:26][C@H:25]1[C:30]([N:2]1[CH2:23][CH2:22][CH2:21][C@H:3]1[C:4]([NH:6][C@H:7]([C:18]([OH:20])=[O:19])[CH2:8][CH2:9][CH2:10][NH:11][C:12](=[NH:17])[NH:13][N+:14]([O-:16])=[O:15])=[O:5])=[O:31]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 6376481-(Phenylmethyl) (2S)-5-oxo-1,2-pyrrolidinedicarboxylateHCID 178512175H-Pro-Arg(NO2)

생성물 1

HCID 178512171Z-PyroGlu-Pro-Arg(NO2)수율 53.4%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6228Dimethylformamide용매

실험 절차

After 2.25 g (5.0 mmols) of HCl.H-Pro-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 1.86 g (53.4%) of Z-PyroGlu-Pro-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-49d03015b9294ce78b2351b73a5a2dbb
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05116941

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