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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 215851Generated: October 30, 2026

Trifluoroacetic acid → N-{(1S,2R,3S,4R)-4-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide

https://huagongshe.com/reaction/215851

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant{(1S,2R,3S,4R)-4-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionyl-carbamic acid tert-butyl esterHCID 86622635—
SolventDichloromethaneHCID 6344—
ProductN-{(1S,2R,3S,4R)-4-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamideHCID 11647233—

Reaction Steps

{(1S,2R,3S,4R)-4-[2-Chloro-6-(1-ethyl-propylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionyl-carbamic acid tert-butyl ester (300 mg, 0.59 mmol) is dissolved in DCM (5 mL). TFA (2 mL) is added and the reaction mixture is stirred at RT. The reaction is shown to be complete by LCMS after 1 hour. The solvent is removed in vacuo and the residue is partitioned between DCM (50 mL) and saturated NaHCO3 (50 mL). The organic layer is washed with water (20 mL) and brine (20 mL), dried over MgSO4, filtered and the solvent is removed in vacuo to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193164B2
Source datasetuspto-grants-2012_06
ORD IDord-91dad09b503c4fdab5d56334830f8cd0
Source noteuspto-grants-2012_06