Walker, Donald G. published the artcileUse of bistrimethylsilylated intermediates in the preparation of semisynthetic 7-amino-3-substituted cephems. Expedient syntheses of a new 3-[(1-methyl-1-pyrrolidinio)methyl]cephalosporin, Quality Control of 59032-27-8, the publication is Journal of Organic Chemistry (1988), 53(5), 983-91, database is CAplus.
Several one-pot methods are presented for conversion of 7-aminocephalosporanic acid (I) to 7-amino-3-(ammoniomethyl)-II (R = N-methylpyrrolidine, pyridine, cyclopenta[b]pyridine) or 7-amino-3-[[(heteroaroyl)thio]methyl]cephalosporin derivatives III (R1 = 1-methyl-5-tetrazolyl, 5-methyl-1,3,4-thiadiazol-2-yl, 1,2,3-triazol-4-yl, 1-carboxymethyltetrazol-5-yl) via bistrimethylsilylated intermediates. For example, bistrimethylsilylation of I in Freon TF using (Me3Si)2NH and 3 mol % Me3SiI, followed by treatment with 1.15 equivalent of Me3SiI and subsequent reactions with the amines or thiols, led to II and III in good yields. The novel reaction of the bistrimethylsilylated derivative of I with amine-Me3SiI adducts in Freon TF at 35° provided an alternative approach to II. The solvent dependence of Δ3/Δ2 isomer ratios in the preparation of II (R = N-methylpyrrolidine) is presented.
Journal of Organic Chemistry published new progress about 59032-27-8. 59032-27-8 belongs to triazoles, auxiliary class Triazoles, name is Sodium 1,2,3-triazole-5-thiolate, and the molecular formula is C8H6ClNO, Quality Control of 59032-27-8.
Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics