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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330871Generated: October 25, 2026

3-Aminobenzenesulfonic acid → 3-({[(2S)-2-amino-3-methoxy-3-oxopropoxy]carbonyl}amino)benzene-1-sulfonic acid

https://huagongshe.com/reaction/330871

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Aminobenzenesulfonic acidHCID 8474—
ReactantTriphosgeneHCID 94429—
ReactantN-Boc-L-serine methyl esterHCID 7019177—
SolventPyridineHCID 1049—
Product3-({[(2S)-2-amino-3-methoxy-3-oxopropoxy]carbonyl}amino)benzene-1-sulfonic acidHCID 53469025—

Reaction Steps

Boc-Ser-OME, 110 mg (0.5 mmol), and 87 mg (0.5 mmol) of 3-aminobenzenesulfonic acid were dissolved in 1 ml of pyridine, and 50 mg of triphosgene was added to the solution. The mixture was stirred at room temperature for 2 hours and the solvent was then distilled off. The resulting residue was purified according to the purification step A to give the crude product of the protected title compound. The crude product obtained was dissolved in 1 ml of methylene chloride and 1 ml of trifluoroacetic acid. The solution was stirred for 30 minutes at room temperature. After the solvent was distilled off, the mixture was purified in accordance with the purification step A to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877739B2
Source datasetuspto-grants-2014_11
ORD IDord-2e7ef2063258432bad11c8aa4ee0766d
Source noteuspto-grants-2014_11