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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772296Generated: November 1, 2026

p-Toluenesulfonic acid → N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-3-O-tetrahydropyranyl-beta-D-erythro-pentofuranosyl]-guanine

https://huagongshe.com/reaction/1772296

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantN2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-beta-D-erythro-pentofuranosyl]guanineHCID 137227857—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductN2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-3-O-tetrahydropyranyl-beta-D-erythro-pentofuranosyl]-guanineHCID 137227859—

Reaction Steps

To a stirred solution of 13 (0.8 mmol), in anh THF (20 ml/mmol), at room temperature, was added p-toluen sulfonic acid (0.12 mmol) and dihydropyran (2 ml/mmol). The reaction mixture was stirred at room temperature for 3 days and neutralized with TEA. The mixture was diluted with DCM, washed twice with H2O. The organic phase was dried over Na2SO4, filtered and evaporated. The crude material was purified by silica gel chromatography (DCM/MeOH) to yield the title compound. Molecular Formula C43H52FN5O6Si. Scan ES+ 780 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249173B2
Source datasetuspto-grants-2016_02
ORD IDord-83072ddb927b4816b6df66f0df104262
Source noteuspto-grants-2016_02