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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1389684Generated: October 27, 2026

Sodium Bicarbonate → (6R,7R)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/1389684

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant7beta-Amino-3(3-oxobutyryloxymethyl)-3-cephem-4-carboxylic acidHCID 11781989—
ReactantHCID 178482017HCID 178482017—
SolventWaterHCID 962—
Product(6R,7R)-7-Amino-3-(((1-methyl-1H-tetrazol-5-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acidHCID 48317582.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

In water (30 ml) were dissolved 7β-amino-3-(3-oxobutyryloxy)methyl-3-cephem-4-carboxylic acid (3.14 g), sodium hydrogen carbonate (1.84 g) and 5-mercapto-1-methyl-1H-tetrazole (1.4 g) and the solution was adjusted its pH to 5.5, followed by stirring and heating at 60° C. for one hour. After cooling, the reaction solution was washed with dichloromethane (20 ml) and the aqueous layer was adjusted to pH 3.3, followed by stirring for one hour under ice-cooling. The resultant precipitates were collected by filtration and washed with water, methanol and acetone in this order, followed by drying to give 7β-amino-3-(1-methyl-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (2.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04245088
Source datasetuspto-grants-1981_01
ORD IDord-b00390ebe10f42a284f3acb7ea560d62
Source noteuspto-grants-1981_01