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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1858391Generated: November 2, 2026

L-Glutamine → N~2~-Dodecanoyl-L-glutamine

https://huagongshe.com/reaction/1858391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-GlutamineHCID 5961—
ReactantDodecanoyl chlorideHCID 8166—
ReactantTriethylamineHCID 8471—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN~2~-Dodecanoyl-L-glutamineHCID 16213882—

Reaction Steps

9.22 g lauroylchloride dissolved in 46 ml dioxane were slowly added to 6.72 g glutamine and 13.94 g triethylamin in 92 ml water and 92 ml dioxane, the temperature being 0° C. After stirring at room temperature for 1 hour, the dioxane was evaporated and the remaining solution was acidified to pH 1 with HCl. The crystals were filtered off and recrystallized from acetone and then from methanol: 9.9 g white needles.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06150542
Source datasetuspto-grants-2000_11
ORD IDord-c60c37a1e3a54bf68eb10236bcd8afe8
Source noteuspto-grants-2000_11