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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223433Generated: October 31, 2026

Dicyclohexylcarbodiimide → 1-Oleyl-3-palmitoyl-2-tetradecylthioacetylglycerol

https://huagongshe.com/reaction/2223433

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-DimethylaminopyridineHCID 21885—
Reactant1-Oleyl-3-palmitoylglycerolHCID 86594445—
ReactantHCID 178443127HCID 178443127—
SolventDichloromethaneHCID 6344—
Product1-Oleyl-3-palmitoyl-2-tetradecylthioacetylglycerolHCID 8659444649%

Reaction Steps

3-oleyl-1-palmitoylglycerol (2 g, 0.003 mol) was dissolved in dichloromethane (150 ml) and dicyclohexylcarbodiimide (1.040 g, 0.005 mol), dimethylaminopyridine (0.616 g, 0.005 mol) and tetradecylthioacetic acid (1.455 g, 0.005 mol) were then added. The mixture was stirred at room temperature for 24 hours. The dicyclohexylurea precipitate was filtered, washed with dichloromethane and the filtrate was concentrated. The residue obtained was purified by silica gel chromatography (eluent:CH2Cl2-cyclohexane 4:6) to give the desired compound as an oil (yield: 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375135B2
Source datasetuspto-grants-2008_05
ORD IDord-66d7bbffe532480ea9adacfd845ee7b3
Source noteuspto-grants-2008_05