GLYCOCONJUGATED PORPHYRINS .3. SYNTHESIS OF FLAT AMPHIPHILIC MIXED MESO-(GLYCOSYLATED ARYL)ARYLPORPHYRINS AND MIXED MESO-(GLYCOSYLATED ARYL)ALKYLPORPHYRINS BEARING SOME MONOSACCHARIDE AND DISACCHARIDE GROUPS

p-Acetylglycosylated benzaldehydes react with pyrrole by Lindsey's met hod to produce a variety of flat glycosylated porphyrins. By the same method a large series of amphiphilic mixed glycosylated arylaryl- and mixed glycosylated arylalkylporphyrins have been synthesized, using py rrole, p-acetylglycosylated benzaldehyde and aryl aldehyde or alkyl al dehyde as starting materials. Under optimized conditions, the di- or t riglycosylated derivatives were principally obtained whereas the forma tion of meso tetrasubstituted porphyrins is minimized. Deprotection of acetyl glycoside moieties allows us to obtain products with good solu bility in neutral aqueous solution and a wide range of amphiphilic cha racter. The structure of these new protected and unprotected compounds in solution was confirmed by H-1 NMR studies.