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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43610Generated: October 25, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → Methyl 2-(3-methoxy-4-nitrophenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxylate

https://huagongshe.com/reaction/43610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
ReactantN-(3-Methoxy-4-nitrobenzoyl)threonine methyl esterHCID 67549208—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(3-methoxy-4-nitrophenyl)-5-methyl-4,5-dihydro-1,3-oxazole-4-carboxylateHCID 6754888485%

Reaction Steps

The same operation as in Example (97b) was performed using N-(3-methoxy-4-nitrobenzoyl)threonine methyl ester obtained in Example (105a) (4.49 g, 14.4 mmol), the Burgess reagent (3.94 g, 16.5 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 3.6 g of the title compound as a light yellow solid (85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-6bb0929b14a246a49caa63642a84077d
Source noteuspto-grants-2013_09