Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697005Generated: October 29, 2026

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

https://huagongshe.com/reaction/1697005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyryl chlorideHCID 8855—
Reactant(1S,2R,3S,5R)-3-Amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochlorideHCID 86622640—
ReactantCyclobutanecarboxylic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-amideHCID 86622641—
ReactantHCID 178478404HCID 178478404—
ProductN-{(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-butyramideHCID 86622642—

Reaction Steps

The title compound is prepared by the same method as cyclobutanecarboxylic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-amide from (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) and butyryl chloride to afford the title compound (48 mg). LCMS (electrospray): m/z [MH+] 535.26. 1H nmr (MeOD, 400 MHz); 8.00(s, 1H), 7.40-7.30(m, 8H), 7.25-7.15(m, 2H), 4.75(m, 1H), 4.60(m, 1H), 4.50(m, 1H), 4.20(m, 2H), 3.95(m, 1H), 2.85(m, 1H), 2.35(m, 2H), 2.05(m, 1H), 1.70(m, 2H), 1.00(m, 3H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163754B2
Source datasetuspto-grants-2012_04
ORD IDord-5d6a01124080452b8c18c24d3d6f6653
Source noteuspto-grants-2012_04