Sulfuric Acid → 7beta-[2-(2-Aminothiazol-4-yl)-2(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylic acid hydrogen sulfate

HRID 1074366Notes

Reaction equation

HRID 1074366 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:30][O:31][CH:32]2[CH2:34][CH2:33]2)[C:8]([NH:10][C@@H:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([O-:27])=[O:26])=[C:15]([CH2:18][N+:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[S:35](=[O:39])(=[O:38])([OH:37])[OH:36]>O>[S:35]([O-:39])([OH:38])(=[O:37])=[O:36].[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:30][O:31][CH:32]2[CH2:34][CH2:33]2)[C:8]([NH:10][C@@H:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([OH:27])=[O:26])=[C:15]([CH2:18][N+:19]4[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 1317160597beta-[2-(2-Aminothiazol-4-yl)-2-(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylate

Product 1

HCID 1317160817beta-[2-(2-Aminothiazol-4-yl)-2(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylic acid hydrogen sulfate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 7β-[2-(2-aminothiazol-4-yl)-2-(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylate (syn isomer) (750 mg) in water (50 ml) was added concentrated sulfuric acid (0.0679 ml). The solution was lyophilized to give 7β-[2-(2-aminothiazol-4-yl)-2-(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylic acid hydrogen sulfate (863 mg).

Sources & evidence

ORD record
ord-cd323590918f4eb491a6d8ccbe4f7013
Source dataset
uspto-grants-1990_11
Patent number
US04973699

Reaction notes

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