HCID 54349521, compound → HCID 57178210, compound

Participants

Reaction Steps

(3R,10S)-N-benzyloxy-5-methyl-3-(9-oxo-1,8-diazatricyclo-[10.6.1.013,18 ]nonadecan-10-ylcarbamoyl)hexanamide (75 mg, 0.135 mmol) was hydrogenated at 1 atm H2 pressure in absolute ethanol (5 mL) in the presence of 10% Pd-C (35 mg) for 2 hours. Argon gas was bubbled into the reaction mixture for 10 minutes and the reaction mixture was filtered through a cone of celite. The catalyst on celite was further washed with 5 mL of ethanol. The combined filtrate was evaporated to dryness to afford a solid residue. The solid was stirred in 10 mL of 5% MeOH in ether at 0° C. for 30 mins and filtered to yield 57 mg (91%) of (3R,10S)-N-hydroxy-5-methyl-3-(9-oxo-1,8-diaza-tricyclo[10.6.1.013,18 ]nonadecan-10-ylcarbamoyl) hexanamide, as an off-white powder, MS: 465 (M+H)+.

Provenance & Evidence