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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377581Generated: October 31, 2026

Methyl chloroformate → 6-Amino-9-(phenylmethyl)-9H-purin-8-yl methyl carbonate

https://huagongshe.com/reaction/377581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantHCID 178508651HCID 178508651—
SolventTetrahydrofuranHCID 8028—
Product6-Amino-9-(phenylmethyl)-9H-purin-8-yl methyl carbonateHCID 12016638100.2%

Reaction Steps

Triethylamine (202 mg, 2 mmol) and N,N-dimethylaminopyridine (111 mg 0.5 mmol) were added to 9-benzyl-8-hydroxyadenine (241 mg, 1 mmol) dissolved in anhydrous THF (20 ml). After stirring at room temperature for 1 h, methyl chloroformate (113 mg, 1.2 mmol) was added thereto, and the mixture was stirred overnight at room temperature. The resulting reaction mixture was extracted by ethyl acetate (50 ml) and water (50 ml), and the resulting organic layer was concentrated under vacuum followed by addition of ether (20 ml) to obtain the desired compound as crystals (300 mg, Yield: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028076
Source datasetuspto-grants-2000_02
ORD IDord-9a483a77c576492a91792dcca8507f0b
Source noteuspto-grants-2000_02