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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 891681Generated: October 31, 2026

Tetrabutylammonium Fluoride → HCID 22242912, compound

https://huagongshe.com/reaction/891681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant1-(4-Allyloxycarbonyl-1,3-thiazol-2-yl)-3-t-butyldiphenylsilyloxyazetidineHCID 22242772—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22242912HCID 22242912109.1%

Reaction Steps

To a solution of 1-(4-allyloxycarbonyl-1,3-thiazol-2-yl)-3-t-butyldiphenylsilyloxyazetidine (5.31 g, 11.1 mmol) (obtained as described in Reference Example 41(1)) in anhydrous tetrahydrofuran (266 ml) was added a solution of 1M tetrabutylammonium fluoride in tetrahydrofuran (13.3 ml, 13.3 mmol) in an ice bath. The mixture was stirred at room temperature overnight. After checking the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column using ethyl acetate as the eluant to afford 1-(4-allyloxycarbonyl-1,3-thiazol-2-yl)-3-hydroxyazetidine (2.91 g, yield 100%) as pale brown crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001897B2
Source datasetuspto-grants-2006_02
ORD IDord-9ee825e39fcc4d7c9ba9131204c3dec5
Source noteuspto-grants-2006_02