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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191067Generated: November 1, 2026

Benzoyl chloride → Benzoic acid 5-(6-benzoylamino-purin-9-yl)-4-fluoro-2-trityloxymethyl-tetrahydro-furan-3-yl ester

https://huagongshe.com/reaction/2191067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantHCID 68594081HCID 68594081—
SolventPyridineHCID 1049—
ProductBenzoic acid 5-(6-benzoylamino-purin-9-yl)-4-fluoro-2-trityloxymethyl-tetrahydro-furan-3-yl esterHCID 86641135198.5%

Reaction Steps

Compound 55.2 (18.2 mmol) in pyridine (180 mL) was treated with BzCl (6.33 mL, 54.6 mmol) and stirred overnight. The solvent was removed in vacuo and the solid was dissolved in EtOAc (100 mL) and washed with H2O (2×50 mL). The solution was dried over MgSO4, filtered, and subjected to Combiflash purification (SiO2, 330 g, 0-100% EtOAc-hexanes gradient) which afforded 55.3 as a white solid (13.0 g, 96%, two steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324179B2
Source datasetuspto-grants-2012_12
ORD IDord-3beb626a782a4fd790fcdb88dce83e7c
Source noteuspto-grants-2012_12