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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1987789Generated: October 31, 2026

Palmitoyl chloride → 3',5'-Di-palmitoyl-2'-deoxy-2'-(N-Fmoc-beta-alanineamido)uridine

https://huagongshe.com/reaction/1987789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPalmitoyl chlorideHCID 8206—
Reactant2'-Deoxy-2'-(N-Fmoc-beta-alanineamido)uridineHCID 68661469—
SolventPyridineHCID 1049—
Product3',5'-Di-palmitoyl-2'-deoxy-2'-(N-Fmoc-beta-alanineamido)uridineHCID 8658767165%

Reaction Steps

Palmitoyl chloride (1.55 mL, 1.8 mmol) was added to a solution of nucleoside 28 in abs pyridine and the reaction mixture was stirred overnight at room temperature. The solution was then quenched with MeOH, evaporated to dryness, dissolved in dichloromethane and washed with saturated aq sodium bicarbonate and brine. The organic phase was dried oversodium sulfate and evaporated to dryness. The residue was purified by flash chromatography on silica (EtOAc-Hexanes 1:1) affording 0.5 g of 29 (yield, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07553830B2
Source datasetuspto-grants-2009_06
ORD IDord-f4ef13facbc54a178f202332425b6361
Source noteuspto-grants-2009_06