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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710043Generated: October 25, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → (S)-t-Butyl 2-(5-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3,4-oxadiazol-2-yl)pyrrolidine-1-carboxylate

https://huagongshe.com/reaction/710043

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant(S)-t-Butyl 2-(2-(2-((tert-butyldiphenylsilyl)oxy)acetyl)hydrazinecarbonyl)pyrrolidine-1-carboxylateHCID 86706754—
SolventTolueneHCID 1140—
Product(S)-t-Butyl 2-(5-(((tert-butyldiphenylsilyl)oxy)methyl)-1,3,4-oxadiazol-2-yl)pyrrolidine-1-carboxylateHCID 8670675573.2%

Reaction Steps

To a toluene (112 mL) solution of the compound (5.87 g) obtained in Example 9-(1), Burgess reagent (5.322 g) was added and the mixture was heated under reflux for 2.5 hours. The reaction mixture was concentrated to give a crude product, which was further purified by silica gel chromatography (AcOEt/hexane) to give the titled compound (4.151 g, colorless amorphous.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181229B2
Source datasetuspto-grants-2015_11
ORD IDord-49a047edf3524832b3c418e309dca408
Source noteuspto-grants-2015_11