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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882565Generated: November 2, 2026

Methanol → N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide

https://huagongshe.com/reaction/1882565

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant{(R)-1-[9-((1R,2S,3R,4S)-2,3-Dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester trifluoroacetateHCID 66630463—
SolventHydrochloric AcidHCID 313—
ProductN-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamideHCID 59781437—

Reaction Steps

{(R)-1-[9-((1R,2S,3R,4S)-2,3-Dihydroxy-4-propionylamino-cyclopentyl)-6-(2,2-diphenyl-ethylamino)-9H-purin-2-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester trifluoroacetate (3.22 g, 4.80 mmol) is dissolved in 1.25 M HCl in MeOH (60 ml, 75 mmol) and left to stir at room temperature overnight. The solvent is removed in vacuo and the crude product is dissolved in a minimal volume of EtOH/saturated sodium carbonate solution and purified by reverse phase column chromatography (Isolute™ C18, 0-100% MeOH in water) to yield the title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318750B2
Source datasetuspto-grants-2012_11
ORD IDord-827f2183062842a8a15255bad1acdb1d
Source noteuspto-grants-2012_11