Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron Trichloride | HCID 25135 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 19350814 | HCID 19350814 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 19350796 | HCID 19350796 | 18.9% |
Reaction Steps
5-Chloro-1-(5-benzyloxymethyl-1,4-oxathian-2-yl) uracil (0.42 g) was dissolved in methylene chloride (40 ml), and the solution cooled to -78° C. To the solution, 3M boron trichloride (11.5 ml) was added dropwise, and the mixture stirred at the same temperature for 4 hours. After adding a mixed solution of methanol-methylene chloride (1/1, 14 ml) at room temperature, sodium bicarbonate was added thereto. Upon stirring and filtering the mixture, the filtrate was concentrated under reduced pressure, and the residue was purified on a silica gel column (eluent: chloroform/methanol=10/1) to obtain the desired product (0.06 g) as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06034087 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-34f05d58db0f4735b1412be6c17256e7 |
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| Source note | uspto-grants-2000_03 |
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