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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425108Generated: October 26, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → Methyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-4,5-dihydro-1,3-oxazole-4-carboxylate

https://huagongshe.com/reaction/1425108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
ReactantN-(4-{[(Benzyloxy)carbonyl]amino}-3-methylbenzoyl)serine methyl esterHCID 67548569—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(4-{[(benzyloxy)carbonyl]amino}-3-methylphenyl)-4,5-dihydro-1,3-oxazole-4-carboxylateHCID 6754819883.3%

Reaction Steps

The same operation as in Example (97b) was performed using N-(4-{[(benzyloxy)carbonyl]amino}-3-methylbenzoyl)serine methyl ester obtained in Example (109b) (1.8 g, 4.66 mmol), the Burgess reagent (1.44 g, 6.06 mmol) and THF (15 mL). Purification by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/4, 1/2, 1/1, 2/1) gave 1.43 g of the title compound as a colorless solid (83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-17eb2e22371f4cb9beb4b2c73cc223ff
Source noteuspto-grants-2015_01