Lithium hydroxide, monohydrate → HCID 59269829, compound

Participants

Reaction Steps

To a solution of (3S,13R,15S,E)-methyl 13-(biphenyl-4-yl)-3-(tert-butoxycarbonylamino)-2-oxo-12-thia-1-azabicyclo[11.2.1]hexadec-9-ene-15-carboxylate (90 mg, 0.156 mmol) in THF (1 mL) and MeOH (1.000 mL) was added pre-made solution of lithium hydroxide hydrate (19.58 mg, 0.467 mmol) in Water (1 mL). The resulting cloudy solution was stirred at room for 5 h. Quenched with 5% citric acid, extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered, evaporated, to afford the desired product (3S,13R,15S,E)-13-(biphenyl-4-yl)-3-(tert-butoxycarbonylamino)-2-oxo-12-thia-1-azabicyclo[11.2.1]hexadec-9-ene-15-carboxylic acid (84 mg, 0.134 mmol, 86% yield) as an off-white foam. LC-MS (retention time: 3.32 min, method C), MS m/z 565 (M+H).

Provenance & Evidence