HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205185Generated: October 27, 2026
Acetic Anhydride → (2R,3S,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-(difluoromethyl)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl acetate
https://huagongshe.com/reaction/2205185
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 1-((2R,3S,4S,5R)-4-(Benzyloxy)-5-((benzyloxy)methyl)-5-(difluoromethyl)-3-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione | HCID 118294339 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | (2R,3S,4S,5R)-4-(benzyloxy)-5-(benzyloxymethyl)-5-(difluoromethyl)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-tetrahydrofuran-3-yl acetate | HCID 118294157 | 88% |
Reaction Steps
Ac2O (0.5 mL) was added into a solution of compound 34 (0.114 g, 0.24 mmol) in dry pyridine (4 mL). The reaction mixture was stirred at 20° C. for 3 h and then quenched by saturated aqueous NaHCO3 solution (2 mL). The organic phase was extracted with dichloromethane and then evaporated to dryness under reduced pressure. Purification by silica gel chromatography [petroleum ether:ethyl acetate (4:1)] afforded 35 (0.12 g, 88%) as a white solid. LC-MS: (M+H)+=517.2
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09370569B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-171eb1c8264748cfa0a082b7d911659e |
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| Source note | uspto-grants-2016_06 |
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