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Hydrochloric Acid → HCID 178447402, 화합물

HRID 1707473
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HRID 1707473 반응식
C1(C([O:14][C:15]([C:17]2[N:22]3[C:23](=[O:45])[C@@H:24]([NH:25][C:26](=[O:44])/[C:27](/[C:31]4[N:32]=[C:33]([NH:36]C(OC(C)(C)C)=O)[S:34][CH:35]=4)=[CH:28]\[CH2:29][CH3:30])[C@H:21]3[S:20][CH2:19][C:18]=2[S:46][CH2:47][S:48][C:49]2[N:50]=[N:51][NH:52][CH:53]=2)=[O:16])C2C=CC=CC=2)C=CC=CC=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl.O>C1(OC)C=CC=CC=1.[N+](C)([O-])=O.C(O)C>[NH2:36][C:33]1[S:34][CH:35]=[C:31](/[C:27](=[CH:28]/[CH2:29][CH3:30])/[C:26]([NH:25][C@@H:24]2[C:23](=[O:45])[N:22]3[C:17]([C:15]([OH:16])=[O:14])=[C:18]([S:46][CH2:47][S:48][C:49]4[N:50]=[N:51][NH:52][CH:53]=4)[CH2:19][S:20][C@H:21]23)=[O:44])[N:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 178447401HCID 178447401, 화합물

생성물 1

HCID 178447402HCID 178447402, 화합물수율 44%

시약·촉매·용매 3

HCID 702Ethanol용매
HCID 6375
Nitromethane
용매
HCID 7519Anisole용매2회

실험 절차

To a solution of 7β-[(Z)-2-(2-t-butoxycarbonylaminothiazol-4-yl)-2-pentenoylamino]-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid diphenylmethyl ester (537 mg: 0.68 mMol.) in a mixture of anisole (2 ml) and nitromethane (8 ml) at -30° C. is added a solution of aluminum chloride (0.54 g: 4 mMol. ) in anisole (2 ml), and the mixture is stirred for 1 hour. The reaction mixture is diluted with ethanol (3 ml), stirred for 5 minutes, mixed with 1N-hydrochloric acid (8 ml) and water (200 ml), washed with ethyl acetate, and concentrated under reduced pressure to remove remaining organic solvents. The resulting aqueous solution is subjected to chromatography over styrene-divinylbenzene copolymer (methanol: water=4:1) to give 7β-[(Z)-2-(2-aminothiazol-4-yl)-2-pentenoylamino]-3-(1,2,3-triazol-4-ylthiomethylthio)-3-cephem-4-carboxylic acid (156 mg) as white solid. Yield: 44%.

후처리

  1. stirringstirred for 5 minutes
  2. washwashed with ethyl acetate
  3. concentrationconcentrated under reduced pressure
  4. customto remove

출처 및 근거

ORD 기록
ord-a22b8043f1a04b4aba02fd203526847d
출처 데이터셋
uspto-grants-1994_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05352792

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