Ls. Crocker et al., Determination of the optimum pH for isolation of a compound with multiple pKa's from aqueous-organic solvent mixtures, ORG PROC R, 5(1), 2001, pp. 77-79
Potentiometric titration of (4R,5S,6S,8R,2'S,4'S)-3-[[2-[[(3-carboxyphenyl)
amino]carbonyl]pyrrolidin-4-yl]thio]4-methyl-6-(1-hydroxyethyl)-7-oxo-1-az
abicyclo[3.2.0]hept-2-en-2-carboxylic acid, a broad-spectrum antibiotic, in
several solvent systems was used to generate values for the three dissocia
tion constants of the compound, Simultaneous solution for the constants was
employed, The proportions of the various species in solution were calculat
ed from the dissociation constants; differences were observed between the o
ptimum pH for isolation of the monoanion salt in aqueous-organic systems an
d the value calculated from aqueous titration results, Changes in the organ
ic content of the solvent influenced the three dissociation constants to di
fferent extents.