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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465724Generated: October 29, 2026

2-amino-9-(3-azido-2,3-dideoxy-beta-D-erythropentofuranosyl)-6-cyclopropylmethylamino-9H-purine → [(2S,3S,5R)-5-[2-amino-6-(azetidin-1-yl)purin-9-yl]-3-azido-tetrahydrofuran-2-yl]methanol

https://huagongshe.com/reaction/465724

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-amino-9-(3-azido-2,3-dideoxy-beta-D-erythropentofuranosyl)-6-cyclopropylmethylamino-9H-purineHCID 86746175—
SolventEthyl AcetateHCID 8857—
Product[(2S,3S,5R)-5-[2-amino-6-(azetidin-1-yl)purin-9-yl]-3-azido-tetrahydrofuran-2-yl]methanolHCID 47646256%

Reaction Steps

The title compound was prepared in a manner analogous to the preparation of 2-amino-9-(3-azido-2,3-dideoxy-β-D-erythropentofuranosyl)-6-cyclopropylmethylamino-9H-purine (Example 15b). The reaction was worked up in an analogous manner except the combined ethyl acetate fractions were back washed with 150 mL of 1M potassium carbonate two times prior to chromatography. The product was isolated in 56% yield, 0.373 g, mp.=141°-143°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05153318
Source datasetuspto-grants-1992_10
ORD IDord-3873229ff0804545a778155c6d70ed81
Source noteuspto-grants-1992_10