Sodium Cyanide → N-[3-(4-{(2S,3R)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-3-[(3S)-3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-1-yl}phenyl)prop-2-yn-1-yl]methanesulfonamide

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To a solution of 40 mg (0.059 mmol) (1S)-3-[(2S,3R)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-1-(4-{3-[(methylsulfonyl)amino]prop-1-yn-1-yl}phenyl)-4-oxoazetidin-3-yl]-1-(4-fluorophenyl)propyl acetate (intermediate of step B) in 1 mL anhydrous methanol under nitrogen atmosphere was added 1 mg of sodium cyanide. The reaction mixture was heated at 50° C. for 4 hrs at which time the volatiles were removed by a nitrogen stream. The residue was purified by prep. Tlc eluting with EtOAc/hexanes (3/1) to afford the title compound. m/z (ES) 637.2 (MH+), 619.1 M−H2O+).

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