Methanol → HCID 118574287, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl (S)-1-((2S,3S)-5-((6-bromo-2-methoxynaphthalen-1-yl)methyl)-2,8-dimethyl-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (70 mg, 109 μmol, Eq: 1.00), Pd(OAc)2 (2.45 mg, 10.9 μmol, Eq: 0.1), Xantphos (12.6 mg, 21.9 μmol, Eq: 0.2), MeOH (35.0 mg, 44.2 μl, 1.09 mmol, Eq: 10), and TEA in a microwave tube was purged with CO and heated at 70° C. under CO overnight. The mixture was diluted with EtOAc, water, brine, dried over Na2SO4 and concentrated. The residue was purified by silica gel chromatography to afford methyl 5-(((2S,3S)-3-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2,8-dimethyl-4-oxo-3,4-dihydrobenzo[b][1,4]oxazepin-5(2H)-yl)methyl)-6-methoxy-2-naphthoate (43 mg, 63%)

Provenance & Evidence