Ammonium fluoride → Ammonia

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(2-[(2R)-2-(tert-butyldimethylsilanyloxy)-2-(4-hydroxy-3-hydroxymethyl-phenyl)ethylamino]-2-methylpropyl}benzoic acid methyl ester (preparation 36), (4.0 g, 8.21 mmol) and ammonium fluoride (3.04 g, 82.0 mmol) in methanol (20 mL) and water (5 mL) was heated at 40° C. for 18 hours. The reaction mixture was then concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with dichloromethane:methanol: 0.88 ammonia, 100:0:0 to 90:10:0.1, to afford the title compound as a white foam in 81% yield, 2.42 g.

Provenance & Evidence