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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 614940Generated: October 30, 2026

Succinic anhydride → 1-[2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl] butanedioate

https://huagongshe.com/reaction/614940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSuccinic anhydrideHCID 7922—
ReactantAcyclovirHCID 135398513—
SolventPyridineHCID 1049—
Product1-[2-[(2-Amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]ethyl] butanedioateHCID 13609601244%

Reaction Steps

A mixture of 9-(2-hydroxyethoxymethyl)guanine (0.25 g), succinic anhydride (0.55 g) and pyridine (50 ml) was heated under anhydrous conditions on a steam bath overnight. The solvent was evaporated under reduced pressure at <40° C., the last trace being removed azeotropically with toluene. The residue was triturated with acetone and the product removed by filtration. Recrystallization from methanol afforded 9-{2-(3-carboxypropionyloxy)ethoxymethyl} guanine, m.p. 203°-207° C. (sinter 190° C.), in 44% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04146715
Source datasetuspto-grants-1979_03
ORD IDord-d3433ea4e8294ac8acc1fd557776c7f0
Source noteuspto-grants-1979_03