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Hydrochloric Acid → HCID 18675481, 화합물

HRID 1635066
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HRID 1635066 반응식
[CH2:1]([O:8][C:9]([N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH:12]1C(O)=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:20].[Na+].[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][CH:25]=1.Cl.[O:35]1[CH2:40]COCC1.O>>[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([S:30]([N:14]2[CH2:13][CH2:12][N:11]([C:9]([O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[O:10])[CH2:16][CH:15]2[C:40]([OH:35])=[O:20])(=[O:32])=[O:31])=[CH:26][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 313Hydrochloric AcidHCID 74014-Methoxybenzenesulfonyl chlorideHCID 14798Sodium HydroxideHCID 147513461-((Benzyloxy)carbonyl)piperazine-2-carboxylic acidHCID 218864351,4-Dioxane--water (1/1)

생성물 1

HCID 18675481HCID 18675481, 화합물

실험 절차

To a solution of (±)-benzyloxycarbonyl-2-piperazinecarboxylic acid (1.90 grams, 7.2 mmol) in dioxane-water (10 ml, ca. 1:1) is added 1N sodium hydroxide solution (15 ml, 15 mmol) followed by 4-methoxybenzenesulfonyl chloride. The solution is stirred for 1 hour, acidified with 1N hydrochloric acid and extracted with ethyl acetate. The combined extracts are dried (sodium sulfate), filtered and concentrated. The crude product is purified by silica gel chromatography (eluton with 2:1 ethyl acetate-hexanes with 1% acetic acid) to provide (±)-1-(4-methoxybenzenesulfonyl)-4-benzyloxycarbonyl-2-piperazinecarboxylic acid.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined extracts are dried (sodium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe crude product is purified by silica gel chromatography (eluton with 2:1 ethyl acetate-hexanes with 1% acetic acid)

출처 및 근거

ORD 기록
ord-89948552421b4ad989d8236ffe5519c9
출처 데이터셋
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06509337B1

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