HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-[(4R,6S,6aR)-6-(iodomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-fluoropyrimidine-2,4-dione → 5'-Deoxy-5'-iodo-5-fluorouridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-[(4R,6S,6aR)-6-(iodomethyl)-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-fluoropyrimidine-2,4-dione | HCID 45358538 | — |
| Solvent | Trifluoroacetic acid water | HCID 22392675 | — |
| Product | 5'-Deoxy-5'-iodo-5-fluorouridine | HCID 10872387 | — |
Reaction Steps
5'-Deoxy-5'-iodo-2',3'-O-isopropylidene-5-fluorouridine (4 g) was treated with trifluoroacetic acid/water (9:1, 30 ml) for 15 minutes at room temperature. The solution was evaporated to dryness, co-evaporated with ethanol (2 × 100 ml) and the residue was recrystallized from ethyl acetate. Yield = 1.865 g (88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04071680 |
| Source dataset | uspto-grants-1978_01 |
| ORD ID | ord-95936a0d928b4c28891dc06fd8a1fb24 |
| Source note | uspto-grants-1978_01 |