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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087440Generated: October 31, 2026

Water → (6R,7R)-7-amino-3-[[(3-carboxy-7-methylpyrazolo-[1,5-a]pyri-midine-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid

https://huagongshe.com/reaction/1087440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron trifluorideHCID 6356—
Reactant7-Aminocephalosporanic acidHCID 441328—
ReactantHCID 178429728HCID 178429728—
SolventAcetonitrileHCID 6342—
Product(6R,7R)-7-amino-3-[[(3-carboxy-7-methylpyrazolo-[1,5-a]pyri-midine-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acidHCID 18646195—

Reaction Steps

A suspension of 4.00 g of (7R)-7-aminocephalosporanic acid and 3.34 g of 5-mercapto-7-methylpyrazolo[1,5-a]pyrimidine-3-carboxylic acid in 20 ml of acetonitrile was treated with 25 ml of a 20 percent solution of boron trifluoride in acetonitrile and the mixture was stirred at 20° for 1.5 hours. 150 ml of cold water were added and the mixture was stirred at 0° for 1.5 hours. The precipitate was filtered off under suction and dried. There was obtained (6R,7R)-7-amino-3-[[(3-carboxy-7-methylpyrazolo[1,5-a]pyri-midine-5-yl)thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]-oct-2-ene-2-carboxylic acid as an almost colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05036064
Source datasetuspto-grants-1991_07
ORD IDord-a7cbe37d3c6d4394bf065979082083ae
Source noteuspto-grants-1991_07