Lithium hydroxide, monohydrate → HCID 90060669, compound

Participants

Reaction Steps

A 0.1 M solution of LiOH.H2O (8.87 mL, 887 μmol, Eq: 1.00) was added to a solution of (S)-methyl 5-((4-bromonaphthalen-1-yl)methyl)-3-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepine-9-carboxylate (568 mg, 887 μmol, Eq: 1.00) in MeOH (10 mL) at 0° C. The mixture was stirred at RT for 20 min. then heated to 40° C. After 6.5 h the MeOH was removed in vacuo and the aqueous mixture diluted with sat. NaHCO3 and extracted with Et2O. The aqueous mixture was cooled 0° C., acidified to pH 3 with 3 N HCl and extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4, filtered and concentrated to afford the title compound (433 mg, 78%) as a white foam which was used without purification.

Provenance & Evidence