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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 378823Generated: October 27, 2026

Dicyclohexylcarbodiimide → N-lysyl-5'-O-palmitoyl-deoxycytidine

https://huagongshe.com/reaction/378823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant5'-O-palmitoyldeoxycytidineHCID 15484389—
ReactantDi-tert-butoxycarbonyl-lysineHCID 22792075—
SolventDimethylacetamideHCID 31374—
ProductN-lysyl-5'-O-palmitoyl-deoxycytidineHCID 15484390—

Reaction Conditions

Temperature4 °C

Reaction Steps

14 grams of 5′-O-palmitoyl-deoxycytidine is dissolved in 100 ml dimethylacetamide, 1 molar equivalent of di-tert-butoxycarbonyl-lysine is added, and the mixture is cooled in an ice bath. 1.2 molar equivalents (7.4 g) of dicyclohexylcarbodiimide are added and the mixture is stirred at 4° C. for 90 hours. The precipitate (dicyclohexylurea) is removed by filtration. 100 ml of water is added to the filtrate, followed by 1 liter of ethyl acetate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06297222B1
Source datasetuspto-grants-2001_10
ORD IDord-207a4705b1e24a71808aaae7ffaa6e3f
Source noteuspto-grants-2001_10