HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43575Generated: October 25, 2026
Methyl N-(triethylammoniosulfonyl)carbamate → Methyl 5-methyl-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate
https://huagongshe.com/reaction/43575
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl N-(triethylammoniosulfonyl)carbamate | HCID 2724994 | — |
| Reactant | N-(4-Nitrobenzoyl)threonine methyl ester | HCID 67548381 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 5-methyl-2-(4-nitrophenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate | HCID 67548873 | 133.7% |
Reaction Steps
The Burgess reagent (0.60 g, 2.5 mmol) was added to a solution of N-(4-nitrobenzoyl)threonine methyl ester obtained in Example (97a) (0.57 g, 3 mmol) in THF (20 mL), and the mixture was stirred at 60° C. for two hours. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 1/1, 1/2) to obtain 1.06 g of the title compound as a colorless solid (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08536197B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-3aee7f1c53c04e828c91863938ab2990 |
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| Source note | uspto-grants-2013_09 |
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