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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 489077Generated: October 29, 2026

Acetic Acid → 2',3'-Dideoxy-3'-fluoro-5'-O-[2-(L-valyloxy) stearoyl]guanosine

https://huagongshe.com/reaction/489077

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2',3'-Dideoxy-3'-fluoro-5'-O-[2-(N-FMOC-L-valyloxy)stearoyl] guanosineHCID 136377629—
SolventDimethylformamideHCID 6228—
Product2',3'-Dideoxy-3'-fluoro-5'-O-[2-(L-valyloxy) stearoyl]guanosineHCID 136341795—

Reaction Steps

To a solution of 2′,3′-dideoxy-3′-fluoro-5′-O-[2-(N-FMOC-L-valyloxy) stearoyl]guanosine (800 mg, 0.89 mmole) in 15 ml DMF was added DBU (1.35 g, 8.9 mmole) and the mixture was stirred for 5 minutes at room temperature. Acetic acid (2 ml) was added and the mixture was evaporated under reduced pressure. Water (20 ml) were added and the mixture was extracted three times with dichloromethane. The organic phase was dried with sodium sulfate and evaporated under reduced pressure. The product was isolated by silica gel column chromatography. Yield: 165 mg

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06974802B2
Source datasetuspto-grants-2005_12
ORD IDord-81b0e4722d2a42798ccc195bb1527717
Source noteuspto-grants-2005_12