Synthesis of 2-HYDROXYESTRIOL (cas 1232-80-0) monoglucuronides and monosulfates
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Add time:07/25/2019 Source:sciencedirect.com
The ring A monoglucuronides and monosulfates of 2-HYDROXYESTRIOL (cas 1232-80-0) were synthesized from 2-hydroxy-estriol 16,17-diacetate by means of the Koenigs-Knorr reaction with methyl α-acetobromoglucuronate and sulfation with sulfur trioxide-pyridine complex, respectively. The conjugated positions of these compounds were definitely established by conversion to 2-hydroxyestriol monomethyl ethers by methylation, then enzymatic hydrolysis. The ring D monoglucuronides and monosulfates of 2-hydroxyestriol were also prepared from 2-hydroxyestriol 2,3-dibenzyl ether by glucuronidation and sulfation in a similar fashion followed by debenzylation, respectively. The positions of conjugation were established on the basis of their 1H-nuclear magnetic resonance spectral data.
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