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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 58707Generated: October 25, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → HCID 66832081, compound

https://huagongshe.com/reaction/58707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-N1-(2-(5-chloro-1H-indol-3-yl)ethyl)-N2-(1-hydroxy-3-phenylpropan-2-yl)oxalamideHCID 86663833—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66832081HCID 668320814.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

A sealed tube containing (S)—N1-(2-(5-chloro-1H-indol-3-yl)ethyl)-N2-(1-hydroxy-3-phenylpropan-2-yl)oxalamide (0.117 g, 0.293 mmol) and Burgess reagent [(methoxycarbonylsulfamoyl)triethylammonium hydroxide inner salt (0.115 g; 0.468 mmol)] in dry THF (6 mL) was stirred at 80° C. for 20 hours. The solution was evaporated and the resulting residue was purified by flash chromatography on silica gel (eluent 7 to 60% ethyl acetate in dichloromethane) to give 0.005 g (4%) of (S)-4-benzyl-N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4,5-dihydrooxazole-2-carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434722B2
Source datasetuspto-grants-2016_09
ORD IDord-b3dfc523f5bc4b138af41ba99a75c20a
Source noteuspto-grants-2016_09