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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480135Generated: October 30, 2026

Phosphoric acid dibenzyl ester 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl ester → Phosphoric acid mono-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl] ester

https://huagongshe.com/reaction/480135

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric acid dibenzyl ester 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl esterHCID 67078989—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductPhosphoric acid mono-[4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl] esterHCID 995489786%

Reaction Steps

Phosphoric acid dibenzyl ester 4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]oct-1-yl ester was dissolved in a mixture of 15 ml methanol and 10 ml of THF, Pd/C (10%, 50 mg) was added to the mixture. Hydrogenation was taken place at 50 psi for 8 h. Pd/C was filtered off and solvent was evaporated off. The residue was recrystallized in a mixture of methanol and ethyl acetate to get 190 mg title product (yield 86%). MS (M+1, 441)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649600B1
Source datasetuspto-grants-2003_11
ORD IDord-f7b2ee05ec2f42109af09dc2cda35d51
Source noteuspto-grants-2003_11