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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704412Generated: October 26, 2026

Glyceric acid → N-(p-heptyloxybenzyl)glyceramide

https://huagongshe.com/reaction/704412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlyceric acidHCID 752—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-[4-(Heptyloxy)phenyl]methanamineHCID 15115534—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-(p-heptyloxybenzyl)glyceramideHCID 2007407928.6%

Reaction Steps

Dicyclohexylcarbodiimide (160 mg) was added to a solution of 200 mg of p-heptyloxybenzylamine, 150 mg of glyceric acid (65% aqueous solution) and 110 mg of 1-hydroxybenzotriazole in 2 ml of N,N-dimethylformamide. The reaction mixture was stirred at room temperature for 16 hours, then diluted with ethyl acetate, washed in sequence with saturated aqueous solution of sodium hydrogen carbonate, water and saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by preparative silica gel thin layer chromatography to give 80 mg of N-(p-heptyloxybenzyl)glyceramide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04987132
Source datasetuspto-grants-1991_01
ORD IDord-26f1cdaaf02c4cd1b785cc204e3972b6
Source noteuspto-grants-1991_01