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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465728Generated: October 27, 2026

Butylamine → [(2S,3S,5R)-5-[2-amino-6-(butylamino)purin-9-yl]-3-azido-tetrahydrofuran-2-yl]methanol

https://huagongshe.com/reaction/465728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButylamineHCID 8007—
Reactant((2S,3S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-3-azidotetrahydrofuran-2-yl)methanolHCID 476464—
SolventMethanolHCID 887—
Product[(2S,3S,5R)-5-[2-amino-6-(butylamino)purin-9-yl]-3-azido-tetrahydrofuran-2-yl]methanolHCID 476451—

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Amino-9-(3-azido-2,3-dideoxy-β-D-erythro-pentofuranosyl)-6-chloro-9H-purine (Example 3d) (0.40 g, 1.29 mmol) and n-butylamine (Aldrich, #06221JP, 1.28mL, 12.9 mmol) were combined in 25 mL MeOH and placed in a sealed tube. The reaction was heated at 60° C. for 18 hours followed by evaporation of the solvents. Chromatography of the residue on basic alumina eluted with 2% MeOH in CHCl3 gave, after combination and evaporation of appropriate fractions, 0.279 g (0.8 mMol. 62.3%); mp=44°-47°C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05153318
Source datasetuspto-grants-1992_10
ORD IDord-6b1dee76b87d4e7abce10a6734033f38
Source noteuspto-grants-1992_10