The diglycoside of 17 alpha-estradiol from rabbit urine: comparison with material prepared by synthesis

Two synthetic routes to methyl estra-1,3,5(10)-trien-17 alpha-yl-2'-trifluoroacetamido-3',4',6'-tri-O-acetyl-2'-deoxy-beta-D-glucopyranosid-3-yl-2',3',4'-tri-O-acetyl-beta-D-glucopyranosidyl uronate are described, with the 3-acetyl or the 17 alpha-trifluoroacetyl derivatives of 17 alpha-estradiol as starting materials. Physical characteristics of the fully acetylated double glycoside were determinedmthis compound was converted to sodium estra-1,3,5(10)-trien-17 alpha-yl-2'-acetamido-2'-deoxy-beta-D-glucopyranosid-3-yl-beta-D-glucopyranosid-3-yl-beta-D-glucopyranosidyl uronate, which was found to be identical with the sodium salt of material isolated from rabbit urine.