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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361725Generated: November 1, 2026

Chlorotrimethylsilane → N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]guanine

https://huagongshe.com/reaction/2361725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium HydroxideHCID 14923—
ReactantMethoxytrityl chlorideHCID 14429619—
Reactant9-[(2R)2-Deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]adenineHCID 86624780—
SolventPyridineHCID 1049—
ProductN2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]guanineHCID 136343925—

Reaction Steps

To a stirred solution of 7i (5.18 mmol) in pyridine (7 ml/mmol) was added trimethylsilyl chloride at room temperature. The mixture was stirred at room temperature for 6 hours. Methoxytrityl chloride (6.21 mmol) was then added and the reaction mixture was stirred at room temperature for 16 hours and 2 hours with NH4OH (4 ml/mmol). The mixture was diluted with ethyl acetate, washed with H2O, sat NaHCO3 solution and sat NaCl solution, dried over Na2SO4, filtered and evaporated. The crude material was purified by silica gel chromatography (DCM/MeOH) to yield the title compound. Yellowish oil. Molecular Formula C32H28FN5O5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691788B2
Source datasetuspto-grants-2014_04
ORD IDord-882d5776bf6f476f956ae2a3d5e77893
Source noteuspto-grants-2014_04