HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → HCID 86654223, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chlorosulfamic acid | HCID 24499 | — |
| Reactant | HCID 67164416 | HCID 67164416 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86654223 | HCID 86654223 | 88% |
Reaction Steps
{(3aR,4R,6R,6aR)-6-[6-(4-Fluorobenzyl)-9H-purin-9-yl]-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl}methanol (249 mg, 0.000622 mol) and triethylamine (173.4 μL, 0.001244 mol) were dissolved in dry N,N-dimethylformamide (10 mL) under nitrogen and the solution was cooled in a water/ice bath. A 2M solution of chlorosulfonamide in acetonitrile (0.0012 mol, 600 μL) was added dropwise. After 1.5 h, the reaction was quenched with methanol, concentrated in vacuo and the residue was purified by flash chromatography (DCM/EtOAc 30% to 80%) to obtain the product as an oil (262 mg, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07951810B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-1289b7cd331343cb859d93b433320a76 |
| Source note | uspto-grants-2011_05 |