Water → HCID 178482019, compound

HRID 1088646Notes

Reaction equation

HRID 1088646 reaction equation
Cl.[NH:2]=[C:3]1[NH:7][C:6]([C:8](=[N:29][OH:30])[C:9]([NH:11][CH:12]2[C:27](=[O:28])[N:14]3[C:15]([C:24]([OH:26])=[O:25])=[C:16]([CH2:19]OC(=O)C)[CH2:17][S:18][C@H:13]23)=[O:10])=[CH:5][S:4]1.[CH3:31][N:32]1[C:36]([SH:37])=[N:35][N:34]=[N:33]1.C(=O)([O-])O.[Na+:42].O>P([O-])([O-])([O-])=O>[NH:2]=[C:3]1[NH:7][C:6]([C:8](=[N:29][OH:30])[C:9]([NH:11][CH:12]2[C:27](=[O:28])[N:14]3[C:15]([C:24]([O-:26])=[O:25])=[C:16]([CH2:19][S:37][C:36]4[N:32]([CH3:31])[N:33]=[N:34][N:35]=4)[CH2:17][S:18][C@H:13]23)=[O:10])=[CH:5][S:4]1.[Na+:42]

Participants

6

Reactant 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 178475887HCID 178475887, compoundHCID 178482017HCID 178482017, compound

Product 1

HCID 178482019HCID 178482019, compound

Reagents, catalysts & solvents 1

HCID 1061PhosphateSolvent

Conditions

Temperature
70 °C

Procedure

In 20 ml of phosphate buffer (0.2M, pH 6.4) there was dissolved 0.883 g of 7-[2-(2-imino-4-thiazolin-4-yl)-2-hydroxyimino-acetamido]-3-acetoxymethyl-3-cephem-4-carboxylic acid hydrochloride together with 0.232 g of 1-methyl-1H-tetrazole-5-thiol and 0.336 g of sodium hydrogen carbonate and the mixed solution was stirred at 70° C. for 3 hours. The reaction mixture was subjected to column chromatography on polystyrene resin (Amberlite XAD-2, Rohm and Haas Co.), development being carried out with water. The fractions containing the desired product were pooled and lyophilized. By the above procedure there was obtained 0.217 g of the captioned compound.

Sources & evidence

ORD record
ord-337c09fc3db64a67993140d3c67c2330
Source dataset
uspto-grants-1990_10
Patent number
US04963542

Reaction notes

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