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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361728Generated: October 31, 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/2361728

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTetrahydrofuranHCID 8028—
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—
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 and 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 numberUS08691788B2
Source datasetuspto-grants-2014_04
ORD IDord-90cedf9645bb4a30ac27d6382b9687dd
Source noteuspto-grants-2014_04