Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Di-tert-butyl N,N-Diisopropylphosphoramidite | HCID 853005 | — |
| Reactant | HCID 86718427 | HCID 86718427 | — |
| Reactant | HCID 178418441 | HCID 178418441 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86718429 | HCID 86718429 | — |
Reaction Steps
The compound obtained in step (3) (1.61 g) and 1H-tetrazole (760 mg) were dissolved in THF (20 ml), di-tert-butyl N,N-diisopropylphosphoramidite (2.45 ml) was added at room temperature under stirring, and stirring was conducted for 2 hours. This reaction solution was cooled to 0° C., 30% aqueous hydrogen peroxide (0.250 ml) was added, and stirring was conducted for 14 hours while the temperature was gradually returned to room temperature. A saturated aqueous sodium thiosulfate solution was added to the reaction solution to stop the reaction, and the reaction mixture was extracted with ethyl acetate. The extract liquid was washed with saturated brine and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The resulting residue was purified by flash chromatography (ethyl acetate/hexane=10%→50%) using a silica gel column (trade name: SNAP Cartridge KP-Sil 100 g, manufactured by Biotage Ltd.) to give the title compound (2.21 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09120835B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-15d8fe603a464b73a558c3daf1aeb972 |
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| Source note | uspto-grants-2015_09 |
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