Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361726Generated: November 1, 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/2361726

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 C38H44FN5O5Si. 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 numberUS08691788B2
Source datasetuspto-grants-2014_04
ORD IDord-0e46d6a4c9c04dddb258d7298aff88d1
Source noteuspto-grants-2014_04