HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516776Generated: November 4, 2026
Water → 1-[4-Benzoyloxy-3-(benzoyloxymethyl)-1-butyl]-5-(1-azido-2-bromoethyl)uracil
https://huagongshe.com/reaction/1516776
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 1-[4-Benzoyloxy-3-(benzoyloxymethyl)-1-butyl]-5-vinyluracil | HCID 11091584 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 1-[4-Benzoyloxy-3-(benzoyloxymethyl)-1-butyl]-5-(1-azido-2-bromoethyl)uracil | HCID 11813808 | 81.5% |
Reaction Steps
A mixture of 22 (510 mg, 1.14 mmol), saturated solution of sodium azide in water (300 mg, 4.6 mmol), N-bromosuccinimide (223 mg, 1.25 mmol) and 1,2-dimethoxyethane (50 ml) was stirred at 0° C. for 30 min. Removal of the solvent in vacuo gave a viscous oil which was purified by silica gel column chromatography. Elution with chloroform-methanol (96:4, v/v) yielded 23 (530 mg, 81.5%) as a syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08227594B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-b78e660cf8384438aca6507b0929f2b3 |
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| Source note | uspto-grants-2012_07 |
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