Water → HCID 118574037, compound

Participants

Reaction Conditions

Reaction Steps

LiOH.H2O (31.3 mg, 746 μmol, Eq: 2.5) and H2O (1.00 mL) was added to a solution of (S)-methyl 5-((6-bromo-2-methoxynaphthalen-1-yl)methyl)-3-((S)-2-(tert-butoxycarbonyl (methyl)amino)propanamido)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepine-9-carboxylate (200 mg, 298 μmol, Eq: 1.00) in MeOH (6.0 mL) and the mixture heated to 50° C. After 90 min. the mixture was concentrated, diluted with H2O and extracted with Et2O. The combined Et2O extracts were extracted with 5% NaHCO3. The combined aqueous mixture was acidified to pH 2.0 with 1 N HCl, extracted with EtOAc and the combined organic extracts washed with brine, dried over Na2SO4 and concentrated to afford the title compound (180 mg, 91%) as an off white foam which was used without purification.

Provenance & Evidence