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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218120Generated: October 31, 2026

N,N'-Dicyclohexylurea → N-Oleoyl-L-Serine

https://huagongshe.com/reaction/218120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DicyclohexylureaHCID 4277—
ReactantEthyl AcetateHCID 8857—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-HydroxysuccinimideHCID 80170—
ReactantOleic AcidHCID 445639—
ProductN-Oleoyl-L-SerineHCID 44190514—

Reaction Steps

N-Hydroxysuccinimide Ester of Oleic Acid. Oleic acid (2 g, 7.08 mmoles) was added to a solution of N-hydroxysuccinimide (0.814 g, 7.08 mmoles) in dry ethyl acetate (30 ml). A solution of dicyclohexylcarbodiimide (1.45 g, 7.08 mmoles) in dry ethyl acetate (2.5 ml) was then added, and the reaction mixture was left overnight at room temperature Dicyclohexylurea was filtered, and the crude material was chromatographed on silica gel (eluting with chloroform) to give 2.38 g (85%) as yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198327B2
Source datasetuspto-grants-2012_06
ORD IDord-219a14d9b8744b5e8d4a0ec80c03c63e
Source noteuspto-grants-2012_06