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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380572Generated: November 3, 2026

Adenine → HCID 178508642, compound

https://huagongshe.com/reaction/2380572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAdenineHCID 190—
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
Reactantcis-3-(Hydroxymethyl)cyclobutyl TosylateHCID 18954691—
SolventDimethylformamideHCID 6228—
ProductHCID 178508642HCID 17850864298.1%

Reaction Steps

To a solution of 720 mg (2.0 mmol) of 3[[(4-methylphenyl)sulfonyl]oxy]cyclobutanemethanol, benzoate ester (95% trans isomer and 5% cis isomer) in 20 ml of dry dimethylformamide under nitrogen was added adenine (405 mg, 3 mmol), 18-crown-6 (528 mg, 2 mmol), and potassium carbonate (414 mg, 3 mmol). The mixture was stirred at 110° for 18 hours and then concentrated in vacuo to a residue. Water was added and the suspension was adjusted to pH 7.0 using 1N hydrochloric acid. Removal of solvent in vacuo gave a residue, which was chromatographed over 200 ml of LPS-1 silica gel using 4% methanol in dichloromethane to give 430 mg of desired product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05369098
Source datasetuspto-grants-1994_11
ORD IDord-969e11c47b8c473e94ae141f12c52092
Source noteuspto-grants-1994_11