Intermediates for antibacterial 3-thio:vinyl-cephalosporin(s) - are 3-amino-vinyl 7-alpha-hydroxy-imino 3-amino-4-thiazolyl-acetamido 2- or 3-cephem-4-carboxylic acid derivs.

摘要

3-R3R4N-CH=CH- 4-R200C- 7-R1-NH-ceph-2 or 3-em derivs of formula (I), and mixts of their isomers are new (where the cephem has a 2,3 or 3,4 double bond and the R3R4N-CH=CH-group has E or Z stereoisomerism; R1 is a 2-R6-NH-2-thiazolyl-C(=N-OR5)- CO-gp. (Gp A) having syn or anti form, where R5 is vinyl, cyanomethyl or 2-methoxy-2-propyl- and R6 is a protecting gp chosen from tert-butoxy-carbonyl, 2,2,2-trichloro-ethoxy- carbonyl, chloracetyl, tri-chloro-acetyl, trityl, benzyl, dibenzyl, benzyl-oxy-carbonyl, pnitro-benzyloxy-carbonyl, p-methoxy-benzyloxy-carbonyl, formyl or trifluoroacetyl or R5 is H, alkyl, or a trityl or tetra-hydro-pyranyl protecting gp and R6 is a formyl or trifluoro-acetylprotecting gp; R2 is a R10-COO-CHR9-gp easily removed enzymatically (R9 is H or alkyl and R10 is alkyl or cyclohexyl) or R2 is methoxymethyl, tert-butyl, benzhydryl, p-nitrobenzyl or p-methoxy-benzyl and R3,R4 are alkyl(opt substd by hydroxy, alkoxy, amino-, alkylamino or dialkylamino)or phenyl or together with the N- atom form a saturated, 5 or 6-membered heterocyclic, opt contg a further N, O or S heteroatom and opt substd by alkyl gps . Alkyl gps above except where specifically defined are 1-4C opt branched gps). (I) are intermediates for 3-thiovinyl-cephalosporins of the type described in Derwent 86375C/49.