Trifluoroacetic acid → HCID 136433448, compound

Participants

Reaction Steps

7-[2-(2-Aminothiazol-4-yl)-2-((Z)-1-t-butoxycarboxy-1-methyl ethoxyimino)acetamido]-3-[(1-(2-carboxymethyl-3-chloro-4,5-dihydroxyphenyl)-tetrazol-5-yl)thiomethyl]ceph-3-em-4-carboxylic acid (0.875 g) was treated with trifluoroacetic acid (10 ml) at room temperature for 1 hour. The mixture was evaporated and the residue triturated with ether to give a solid which was collected by filtration and purified by HPLC (AMICON C18 15 μm), eluting with methanol/water/acetic acid (35:65:1 to 40:60:1) [Dimethylformamide was necessary for dissolution of the crude product.] Thus was obtained the title product (0.38 g); NMR (DMSO-d6 /CD3CO2D/CF3CO2D) 1.55(s,6H, --C(CH3)2 --); 3.35(s,2H,--CH2COOH); 3.60 and 3.85(2d, J=18 Hz, --SCH2 --); 4.30 and 4.65 (2d,J=11.5 Hz, 2H, --CH2 --S--tetrazole); 5.20 and 5.85(2d, J=4.5 Hz, 2H, H6 and H7); 6.85 (s,1H, aromatic); 7.05(s,1H, thiazole).

Provenance & Evidence