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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697010Generated: October 30, 2026

Benzenepropanoyl chloride → N-{(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-3-phenyl-propionamide

https://huagongshe.com/reaction/1697010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenepropanoyl chlorideHCID 64801—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1S,2R,3S,5R)-3-Amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochlorideHCID 86622640—
ReactantHCID 178478404HCID 178478404—
SolventTetrahydrofuranHCID 8028—
ProductN-{(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-3-phenyl-propionamideHCID 86622646—

Reaction Steps

A solution of (1S,2R,3S,5R)-3-amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochloride (an intermediate for preparing the compound of Example 22) (100 mg, 0.2 mmol) in dry THF (1 ml) is treated with diisopropylethylamine (0.17 ml, 1 mmol) and 3-phenyl-propionyl chloride (0.03 ml, 0.2 mmol) and the mixture is stirred at room temperature for 18 hours. The solvent is removed under reduced pressure and the residue is dissolved in dichloromethane (2 ml) and washed with dilute hydrochloric acid (2 ml). The organic layer is separated and evaporated under reduced pressure to afford the title compound. LCMS (electrospray): m/z [MH+] 597.32

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163754B2
Source datasetuspto-grants-2012_04
ORD IDord-cfd9f7fedb6b48029fe4e7b9990134ee
Source noteuspto-grants-2012_04