Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Phosphate | HCID 1061 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 136378404 | HCID 136378404 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136378402 | HCID 136378402 | 85% |
Reaction Steps
The N2 -(4,4'-dimethoxytrityl)-9-[(1R,2R,3S)-2-(4,4'-dimethoxytrity)oxymethyl-3-acetoxymethyl-1-cyclobutyl]-guanine (447 mg, 0.49 mmole) obtained above is dissolved into a mixture consisting of methanol (5 ml) and methylene chloride (1 ml), potassium carbonate (76 mg, 0.55 mmole) is added under cooling with ice, and the mixture is stirred at room temperature overnight. After adding 0.2M phosphate buffer to the reaction mixture, it is extracted with ethyl acetate. The extract solution is washed with saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, and the solvent is distilled off under reduced pressure. The residue is purified by silica gel column chromatography (methylene chloride:methanol=30:1) to obtain N2 -(4,4'-dimethoxytrityl)-9-[(1R,2R,3S)-2-(4,4'-dimethoxytrityl)oxymethyl-3-hydroxymethyl-1-cyclobutyl]-guanine (364 mg, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05324730 |
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| Source dataset | uspto-grants-1994_06 |
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| ORD ID | ord-ad8481b2ca084541995f07632553b926 |
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| Source note | uspto-grants-1994_06 |
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