HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl N-(triethylammoniosulfonyl)carbamate → Methyl 2-(3-methoxy-4-nitrophenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Reactant | N-(3-Methoxy-4-nitrobenzoyl)serine methyl ester | HCID 67548939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 2-(3-methoxy-4-nitrophenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate | HCID 68406207 | 74.3% |
Reaction Steps
The same operation as in Example (97b) was performed using N-(3-methoxy-4-nitrobenzoyl)serine methyl ester obtained in Example (102a) (2.46 g, 8.26 mmol), the Burgess reagent (2.56 g, 10.7 mmol) and THF (50 mL). Purification by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 1/1, 1/2) gave 1.72 g of the title compound as a light yellow solid (74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927588B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-64a72db04f75428882be2e88074a52cd |
| Source note | uspto-grants-2015_01 |