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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552083Generated: October 30, 2026

tert-Butyldimethylsilyl chloride → N2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-beta-D-erythro-pentofuranosyl]guanine

https://huagongshe.com/reaction/552083

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantN2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-beta-D-erythro-pentofuranosyl]guanineHCID 136343925—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
ProductN2-Methoxytrityl-9-[(2R)-2-deoxy-2-C-ethynyl-2-fluoro-5-O-tert-butyldimethylsilyl-beta-D-erythro-pentofuranosyl]guanineHCID 137227857—

Reaction Steps

To a stirred solution of 12 (2.29 mmol) in pyridine (5 ml) at 0° C., was added tert-butyldimethylsilyl chloride (2.75 mmol). The reaction mixture was stirred at room temperature for 24 hours. It was then diluted in DCM and washed twice with H2O. The organic phase was extracted, 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 C38H44 FN5O5Si. Scan ES+ 696 (M+H)+, λmax 260 nm. Scan ES− 694 (M+H)−, UV λmax 260 nm

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951789B2
Source datasetuspto-grants-2011_05
ORD IDord-5c829bba926341e89fd7ef5e6de66699
Source noteuspto-grants-2011_05