HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 67164148, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 67164927 | HCID 67164927 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 67164148 | HCID 67164148 | 67% |
Reaction Steps
A solution of (2R,3R,4R,5R)-2-(6-((S)-2,3-dihydro-1H-inden-1-ylamino)-9H-purin-9-yl)-5-(hydroxymethyl)-3-methyl-tetrahydrofuran-3,4-diol (0.21 g, 0.53 mmol), p-toluenesulfonic acid monohydrate (0.10 g, 0.53 mmol), 2,2-dimethoxypropane (1.0 mL, 8.1 mmol) in acetone (5 mL) was stirred for 8 h. The reaction mixture was concentrated in vacuo and partitioned between ethyl acetate (25 mL) and saturated sodium bicarbonate (15 mL), the aqueous was extracted with ethyl acetate and the organic phases combined, dried (MgSO4) and concentrated in vacuo. Flash chromatography (2% methanol in chloroform) gave the title compound 0.155 g, 67% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951810B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-75e0375238474e9cb6cf98fbd393b5cc |
| Source note | uspto-grants-2011_05 |