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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623667Generated: October 26, 2026

Dimethylformamide → 1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(t-butyl-dimethyl-silanyloxymethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

https://huagongshe.com/reaction/623667

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
Reactant1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzeneHCID 71534202—
Reactant[4-(Tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propynoic acid methyl esterHCID 131735183—
SolventWaterHCID 962—
Product1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(t-butyl-dimethyl-silanyloxymethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl esterHCID 13173518268%

Reaction Steps

A DMF solution (2.5 ml) containing 1,5-bis-benzyloxy-2-isopropyl-4-azido-benzene (373 mg, 1 mmol) and [4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propynoic acid methyl ester (277 mg, 0.91 mmol) was degassed at RT by means of three vacuum-nitrogen cycles. [Cp*RuCl]4 (49 mg, 0.045 mmol) was then added and other three cycles were done. The reaction was stirred at RT until completion (monitored by TLC). AcOEt and water were then added. After standard work-up, the crude reaction mixture was purified by column chromatography (PE/AcOEt:60/40) to get the desired adduct as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09302998B2
Source datasetuspto-grants-2016_04
ORD IDord-ab6481b38d39423f800c56a8da45d841
Source noteuspto-grants-2016_04