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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654631Generated: November 2, 2026

Water → HCID 178494566, compound

https://huagongshe.com/reaction/1654631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 14459633HCID 14459633—
SolventAcetoneHCID 180—
ProductHCID 178494566HCID 178494566151.3%

Reaction Steps

A solution of 570 mg (3 mmol) of p-toluenesulfonic acid in 1 ml of acetone was added to a solution of 1.08 g (2 mmol) of α-(2,2-dimethylpropanoyloxy)ethyl 7-[2-(2-aminothiazol-4-yl)-2-(Z)-hydroxyimino-acetamido]-3-methoxymethyl-3-cephem-4-carboxylate in 3 ml of acetone. 28 ml of water was then slowly added dropwise with stirring to the rapidly forming crystal suspension. The crystalline precipitate was then filtered off with suction, washed eight times with 3 ml of water and dried in vacuo over calcium chloride/paraffin. 1.08 g of the desired title compound were obtained, which consisted of an approximately 1:1 mixture of the two diastereomers according to HPLC and was characterized as crystalline under the polarization microscope. M.p.: from 190° C. (with decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05409918
Source datasetuspto-grants-1995_04
ORD IDord-a7e4047585da47578af8395b8ca69ead
Source noteuspto-grants-1995_04