Boron trifluoride etherate → HCID 11326743, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of compound 6-benzyl-7-hydroxy-3-phenyl-(3S, 7aR)-perhydroimidazo[1,5-C][1,3]thiazol-5-one of formula (6) (0.326 parts, 1 mmol) in dichloromethane (10 parts) was added 1-(tri n-butyltin)hexyne(0.742 parts, 2 mmol). Then the solution was cooled to 0° C., and Lewis acid for example BF3.Et2O (0.142 parts, 1 mmol) was added drop wise. The reaction mixture was stirred at 0° C. for 10 mints, and the reaction mixture was quenched with saturated ammonium chloride (10 parts). Then the organic layer was separated, concentrated and column purification with ethylacetate:pet.ether (15:85) as eluent provided compound 6-benzyl-7-(1-hexynyl)-3-phenyl-(3S, 7S, 7aR)-perhydroimidazo[1,5-c][1.3]thiazol-5-one of formula (7g) (viscous liquid, 0.382 parts, 0.98 mmol) in 98% yield.

Provenance & Evidence