Lithium Hydroxide → HCID 22479139, compound

Participants

Reaction Steps

To a solution of 5-(4-Bromobenzyl)-3-(3,5-dichlorophenyl)-7-methoxycarbonylmethylene-1,3-diazabicyclo[3.3.0]octane-2,4-dione (0.564 g) in THF (4 mL) and methanol (1 mL) at 0° C. was added 2N LiOH (1.20 mL). After 2 hours, the reaction mixture was concentrated and the residue was suspended in 1 N HCl and filtered. A solution of the filtrate (0.10 g) in thionyl chloride (5 mL) was refluxed for 30 minutes. The reaction mixture was concentrated and the residue was diluted with EtOAc and water. The organic solution was collected and dried (Na2SO4), filtered, and concentrated. Purification by chromatography (Silica gel: 4% MeOH/CH2Cl2, Chromatotron) afforded 0.063 g of the titled compound. MS (m/z) 509 (MH+), mp 101.5° C.

Provenance & Evidence