Collect. Czech. Chem. Commun. 1993, 58, 3000-3008

Preparation of 3-(6-Deoxy-β-D-glucopyranosyloxy) and 3-(6-Deoxy-α-L-mannopyranosyloxy)androstane Derivatives with Unsaturated Side Chain in Position 17β

Hana Chodounská and Vladimír Pouzar

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, 166 10 Prague 6, Czech Republic


In our previous papers we described the preparation of 3-β-D-glucopyranosyloxy) and 3-β-D-galactopyranosyloxy) derivatives of steroids with an α,β-unsaturated ester chain in position 17β of androstane skeleton. In conection with this project we have studied silver silicate promoted glycosylation of some of above mentioned steroidal derivatives with 2,3,4-tri-O-acetyl-6-deoxy-α-D-glucopyranosyl bromide and 2,3,4-tri-O-acetyl-6-deoxy-α-L-mannopyranosyl bromide.