Sodium Hydroxide → (1R,2R)-2-{[3-{[[((3R,4S)-1-(tert-Butoxycarbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidin-3-yl)carbonyl](cyclopropyl)amino]methyl}-5-(3-methoxypropyl)phenoxy]methyl}cyclopropanecarboxylic Acid

Participants

Reaction Conditions

Reaction Steps

To a solution of tert-butyl (3R,4S)-3-({cyclopropyl[3-{[(1R,2R)-2-(ethoxy-carbonyl)cyclopropyl]methoxy}-5-(3-methoxypropyl)benzyl]amino}carbonyl)-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-1-carboxylate (1 eq.) from Example 1/Step 3 in ethanol (0.1 M) was added 1 M aqueous NaOH (3 eq.). The reaction was heated at 100° C. in a microwave (Biotage) for 5 min. The reaction was cooled to rt and concentrated in vacuo. The residue was suspended in 1 N aqueous HCl and EtOAc. The aqueous layer was extracted several times with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4, and concentrated in vacuo to afford the title compound as a foam.

Provenance & Evidence