Tetrabutylammonium Fluoride → HCID 86578338, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of Nα-(methoxycarbonyl)-β-phenyl-N-(2-{2-[(2R,5R)-5-{[4-(trimethylsilyl)-1H-1,2,3-triazol-1-yl]methyl}morpholin-2-yl]ethyl}phenyl)-L-phenylalaninamide (1 eq.) in tetrahydrofuran (0.03M) was added TBAF (2.7 eq.). The reaction mixture was then heated to 50° C. for 16 hrs. The reaction mixture was quenched with aqueous saturated sodium bicarbonate. The aqueous layer was extracted with CH2Cl2 and the combined organic layers were dried over Na2SO4, filtered and concentrated. The evaporation residue was purified by automated silica gel flash chromatography system eluted with a gradient 0% to 30% of MeOH/EtOAc.

Provenance & Evidence