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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729545Generated: November 1, 2026

Water → HCID 141559376, compound

https://huagongshe.com/reaction/1729545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantIodomethyl pivalateHCID 104401—
ReactantHCID 141573516HCID 141573516—
SolventDimethylformamideHCID 6228—
ProductHCID 141559376HCID 14155937668.4%

Reaction Conditions

Temperature-20 °C

Reaction Steps

Sodium 7-[(Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetamido]-3-(tetrahydrofuran-3-yl)thio-3-cephem-4-carboxylate (80 mg) (as obtained in Example 1) was dissolved in dimethylformamide (1.6 ml) and the solution was cooled to -20° C. The solution, after addition of iodomethyl pivalate (77 mg) thereto, was stirred at a temperature of -20° to -10° C. for 30 minutes (for the esterification reaciton), after which cold water (5 ml) was added to the reaction solution. The resulting mixture was extracted with ethyl acetate, and the organic layer separated was washed with an aqueous sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure to leave a yellow oil. The oily residue was purified by a column chromatography on a silica gel column (15 g) with elution using ethyl acetate as eluent to collect fractions containing the titled compound. Concentration of the fractions so collected under reduced pressure gave the titled compound (65 mg; 68%) as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05332731
Source datasetuspto-grants-1994_07
ORD IDord-fcddaba97f23440eb491b5a6ee4a5be0
Source noteuspto-grants-1994_07