Hydrochloric Acid → HCID 13127783, 화합물

HRID 1111438노트

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HRID 1111438 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][C@@H:10]1[C:22](=[O:23])[N:12]2[C:13]([C:19]([OH:21])=[O:20])=[C:14]([CH2:17]O)[CH2:15][S:16][C@H:11]12)=[O:8].[SH:24][C:25]1[N:29]([CH3:30])[N:28]=[N:27][N:26]=1.P(OC)(OC)OC.Cl>C(OCC)(=O)C.O.CCOCC>[CH3:30][N:29]1[C:25]([S:24][CH2:17][C:14]2[CH2:15][S:16][C@@H:11]3[C@H:10]([NH:9][C:7](=[O:8])[CH2:6][C:2]4[S:1][CH:5]=[CH:4][CH:3]=4)[C:22](=[O:23])[N:12]3[C:13]=2[C:19]([OH:21])=[O:20])=[N:26][N:27]=[N:28]1

참가 물질

8

반응물 4

HCID 313Hydrochloric Acid2회HCID 8472Trimethyl phosphiteHCID 93015DeacetylcephalothinHCID 178482017HCID 178482017, 화합물

생성물 1

HCID 13127783HCID 13127783, 화합물수율 118.6%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 8857Ethyl Acetate용매2회

반응 조건

온도
22.5 °C

실험 절차

To 582 mg of 7β-[2-(2-thienyl)acetamido]-3-hydroxymethyl-3-cephem-4-carboxylic acid and 174 mg of 5-mercapto-1-methyl-1H-tetrazole was added 12 ml of ethyl acetate to make a solution. To the solution were added in sequence 0.25 ml of trimethyl phosphite and 0.2 ml of ether solution of hydrogen chloride (5mol/l), and the mixture was stirred at 20 to 25° C. for 3hours. To the reaction solution was added 10 ml of water, whose pH was adjusted to 2 with 2N HCl, which was then allowed to form two layers. The aqueous layer was taken, to which was added 10 ml of ethyl acetate. The mixture was allowed to form two layers. The organic layers were combined and washed with 5 ml of aqueous saline, which was dried over anhydrous magnesium sulfate, which was then concentrated under reduced pressure. To the concentrate was added ether, then precipitating powdery product was collected by filtration, washed and dried to give 804 mg (yield: 89%) of 3-(1-methyl-1H-tetrazol-5-yl) thiomethyl-7β-[2-(2-thienyl)acetamido]-3-cephem-4-carboxylic acid.

후처리

  1. customto form two layers
  2. customto form two layers
  3. washwashed with 5 ml of aqueous saline, which
  4. dry with materialwas dried over anhydrous magnesium sulfate, which
  5. concentrationwas then concentrated under reduced pressure
  6. additionTo the concentrate was added ether
  7. filtrationprecipitating powdery product was collected by filtration
  8. washwashed
  9. customdried

출처 및 근거

ORD 기록
ord-f54201e223bb4eb5959c61fe484fc5df
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04980464

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