Pyridine → HCID 131713648, compound

Participants

Reaction Steps

In the manner described in Example 12, 1.61 g of 3-[(1-methyl-1H-tetrazol-5-yl)-thiomethyl]-7β-[(2S)-2-(4-aminophenyl)-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-acetamido]-3-cephem-4-carboxylic acid diphenylmethyl ester p-toluenesulphonate are reacted with 1.33 g of (2R)-2-BOC-amino-2-diphenylmethoxycarbonylethoxycarbonyl chloride and 0.34 ml of pyridine in 40 ml of tetrahydrofuran and worked up. The resulting crude product is chromatographed over 250 g of silica gel and 250 ml fractions are taken. The fractions are eluted with toluene/ethyl acetate (1:1). By reprecipitating fractions 16-37 from CH2Cl2 /ether/hexane, 3-[(1-methyl-1H-tetrazol-5-yl)-thiomethyl]-7β-{(2S)-2-[4-((2R)-2-BOC-amino-2-diphenylmethoxycarbonylethoxycarbonylamino)-phenyl]-2-(4-ethyl-2,3-dioxopiperazine-1-carboxamido)-acetamido}-3-cephem-4-carboxylic acid diphenylmethyl ester is obtained. IR: 3405, 3302, 1782, 1715 (wide), 1690 (shoulder), 1610, 1595, 1510 cm-1 (CH2Cl2).

Provenance & Evidence