HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → 3,3-Dimethoxy-4-benzyloxycarbonylamino-tetrahydrofuran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Benzyl (4-oxotetrahydrofuran-3-yl)carbamate | HCID 18523485 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3,3-Dimethoxy-4-benzyloxycarbonylamino-tetrahydrofuran | HCID 18523486 | — |
Reaction Steps
Trimethylorthoformate (29 ml) was added dropwise to a refluxing solution of 4-benzyloxycarbonylamino-tetrahydrofuran-3-one (18 g, 78 mmol) and PTSA (500 mg) in MeOH (100 ml). After 3 hours, the reaction mixture was filtered and concentrated to afford, after column chromatography, the title compound as a yellow oil, 16.2 g, 76%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06566373B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-3d9832a0659e4d9e8f4e2e1c7e6193da |
| Source note | uspto-grants-2003_05 |