Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2354002Generated: October 27, 2026

HCID 178476336, compound → 9-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-3H-purin-6-one

https://huagongshe.com/reaction/2354002

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 178476336HCID 178476336—
SolventMethylamineHCID 6329—
Product9-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-3H-purin-6-oneHCID 17852096373.7%

Reaction Conditions

Temperature30 °C

Reaction Steps

5′-O-Acetyl-2′,3′-dideoxy-2′,3′-didehydroinosine (100 gm) is added to 25% monomethyl amine (360 ml) at 25-35° C. and stirred for 4-5 hours at 25-35° C. The mass is filtered on a celite bed, washed with methanol (50 ml) and the solvent is distilled off completely under reduced pressure at below 70° C. Methanol (25 ml) is added to the filtrate, the solvent is distilled off completely, and methanol (25 ml) is again added and co-distilled. To the mass, acetone (25 ml) is added, co-distilled, again co-distilled with 25 ml of acetone at below 70° C. and acetone (400 ml) is added. The contents are cooled to 25-35° C., stirred for 2 hours to 2 hours 30 minutes at 25-35° C. Then the reaction mass is cooled to 0-10° C. and stirred for 1 hour to 1 hour 30 minutes. material is filtered, washed with acetone (80 ml) and dried at 55-65° C. to give 62.5 gm of 2′,3′-dideoxy-2′,3′-didehydroinosine (HPLC Purity: 98.14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750153B2
Source datasetuspto-grants-2010_07
ORD IDord-2b07fc0f1cce4939a9576ae889ef6bf9
Source noteuspto-grants-2010_07