HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(1,3-Dioxoisoindolin-2-yl)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate → 2-(6-Azidohexahydrofuro[3,2-b]furan-3-yl)isoindoline-1,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(1,3-Dioxoisoindolin-2-yl)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate | HCID 118387957 | — |
| Reactant | HCID 178514644 | HCID 178514644 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(6-Azidohexahydrofuro[3,2-b]furan-3-yl)isoindoline-1,3-dione | HCID 118387972 | — |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
To a solution of 6-(1,3-dioxoisoindolin-2-yl)hexahydrofuro[3,2-b]furan-3-yl methanesulfonate (2.80 g, 7.9 mmol) in DMF (60 mL) was added azido sodium (2.16 g, 33.2 mmol). The reaction was allowed to warm to 140° C. for 23 h. The solution was diluted with CH2Cl2 (100 mL), washed with water (100 mL×3) and dried over anhydrous Na2SO4, and then concentrated in vacuo to give the crude product. The product was used for next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394281B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-5863502c8e7d409989a0d9ef133e5367 |
| Source note | uspto-grants-2016_07 |