Hydrochloric Acid → HCID 88794739, compound

Participants

Reaction Steps

To a stirred solution of sodium (6R,7R)-3-carbamoyloxymethyl-7-[2-(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylate (syn isomer) (2.59 g) in water (25 ml) was added sodium metaperidoate (1.93 g). The solution was stirred for 30 minutes at ambient temperature and then acidified by the dropwise addition of 2N aqueous hydrochloric acid. The resulting precipitate was collected, washed successively with water, ethanol and ether and then dried in vacuo to afford the title compound as a white powder (1.63 g.), [α]D20 + 113° (c 0.86, Me2SO); λmax (pH6 buffer) 264.5 (ε 17,200) and 279 nm (ε 15,600); νmax (Nujol) 1779 (β-lactam), 1740 and 1716(CO2H), 1688, 1654, 1589 and 1530 (CONH and OCONH2) and 1030cm-1 (S→O), τ (Me2SO-d6)0.60 (d, J 8Hz, NH), 2.11, 3.19, 3.31 (multiplets, furyl protons), 4.08 (q, J5 and 8Hz, C-7H). 4.87 and 5.45 (ABq, J13Hz, CH2OCONH2), 4.96(d, J 5Hz, C-6H), 6.08 (s, OCH3), 6.10 and 6.42(ABq, J 18Hz, C-2 CH2).

Provenance & Evidence