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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912106Generated: November 2, 2026

Acetic Acid → HCID 71127315, compound

https://huagongshe.com/reaction/1912106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTetrahydrofuranHCID 8028—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 71127341HCID 71127341—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 71127315HCID 7112731573.9%

Reaction Steps

tert-Butyl 5-(tert-butyldiphenylsilanyloxy)-3-[5-cyclopropyl-1-(3-isobutylcyclobutyl)-1H-[1,2,3]triazol-4-yl]valerate (233 mg) and tetrahydrofuran (3.0 mL) were mixed. To the mixture were added tetrabutylammonium fluoride (1 M in tetrahydrofuran) (0.444 mL) and 80 v/v % aqueous acetic acid (0.045 mL) at ice temperature. The mixture was stirred at RT overnight. After an addition of brine at ice temperature, the mixture was extracted with ethyl acetate. The organic layer was washed with brine, then dried over magnesium sulfate. The magnesium sulfate was filtered off and the filtrate was concentrated in vacuo. The resultant residue was purified by silica gel column chromatography (Eluent: ethyl acetate/hexane=1/2) to give the title compound (107 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604069B2
Source datasetuspto-grants-2013_12
ORD IDord-8904817a67244b9a9f278969b225d92f
Source noteuspto-grants-2013_12