Abstract

To investigate the 17β-substituent effect upon enzymatic O-methylation of catechol estrogen, substrates such as 2-hydroxyestradiol 17β-sulfate (IV) and the corresponding glucuronide (VII), were prepared. The former was obtained by catalytic reduction of potassium 2, 3-dibenzyloxyestra-1, 3, 5 (10)-trien-17β-yl sulfate (III). The latter conjugate was prepared by alkaline hydrolysis of methyl [2, 3-dibenzyloxyestra-1, 3, 5 (10)-trien-17β-yl-2, 3, 4-tri-O-acetyl-β-D-glucopyranosid] uronate (V), followed by catalytic reduction.

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