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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516290Generated: November 3, 2026

Water → HCID 68980698, compound

https://huagongshe.com/reaction/1516290

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 57867361HCID 57867361—
SolventDichloromethaneHCID 6344—
ProductHCID 68980698HCID 68980698556.6%

Reaction Steps

To a stirred solution of (2S)-((2R,4R)-4-fluoro-3-hydroxy-3,4-dimethyl-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)methyl 2-(tert-butoxycarbonylamino)propanoate (Example 47, about 0.005 g, 0.01 mmol) in dichloromethane was added trifluoroacetic acid (about 0.01 ml, 0.10 mmol) at about 0° C. and stirred at room temperature for about 1 hour. Completion of the reaction monitored by thin-layer chromatography and water added to the reaction mixture. The aqueous layer was added to saturated sodium bicarbonate and extracted with ethyl acetate, the combined organic layers were washed with brine and dried over sodium sulphate, Concentrated under reduced pressure to afford (0.02 g) crude compound. ES Mass: [M+1] 360 (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227431B2
Source datasetuspto-grants-2012_07
ORD IDord-fa616dc1c2fd4097baead71f2cd957a5
Source noteuspto-grants-2012_07