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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60747Generated: October 29, 2026

Potassium Carbonate → 5-amino-3-[(2R,3R,5S)-5-[(1S)-1-hydroxypropyl]-3-methyloxolan-2-yl]-6H-[1,3]thiazolo[4,5-d]pyrimidine-2,7-dione

https://huagongshe.com/reaction/60747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant[(1S)-1-[(2S,4R,5R)-5-(5-amino-2,7-dioxo-6H-thiazolo[4,5-d]pyrimidin-3-yl)-4-methyl-tetrahydrofuran-2-yl]propyl] benzoateHCID 137108705—
SolventMethanolHCID 887—
Product5-amino-3-[(2R,3R,5S)-5-[(1S)-1-hydroxypropyl]-3-methyloxolan-2-yl]-6H-[1,3]thiazolo[4,5-d]pyrimidine-2,7-dioneHCID 13710869227.2%

Reaction Steps

To a solution of compound [(1S)-1-[(2S,4R,5R)-5-(5-amino-2,7-dioxo-6H-thiazolo[4,5-d]pyrimidin-3-yl)-4-methyl-tetrahydrofuran-2-yl]propyl] benzoate (compound 28k-A, 120 mg, 0.27 mmol) in MeOH (2 mL) was added K2CO3 (58 mg, 0.42 mmol). After being stirred at room temperature for 5 hours, the reaction mixture was adjusted to pH 7 by bubbling CO2 and then concentrated in vacuo. The residue was purified by preparative HPLC to afford 24 mg of 5-amino-3-[(2R,3R,5S)-5-[(1S)-1-hydroxypropyl]-3-methyl-tetrahydrofuran-2-yl]-6H-thiazolo[4,5-d]pyrimidine-2,7-dione (Example 28) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09441008B2
Source datasetuspto-grants-2016_09
ORD IDord-07c9cbdd29524dcca6a1f8a6a8b8556f
Source noteuspto-grants-2016_09