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STEREOSELECTIVE SYNTHESIS OF METHYL TETRA-0-METHYL a-AND P-D-GLUCO-AND MANNOPYRANOSIDES | ||
| Journal of Sciences, Islamic Republic of Iran | ||
| مقاله 5، دوره 3، شماره 1، شهریور 1992 اصل مقاله (291.18 K) | ||
| چکیده | ||
| Methyl tetra - 0-methyl- ?-D- glucopyranoside is stereoselectively prepared from tetramethyl-D- glucopyranose by using (MeI+NaH) in toluene (86%) or cyclohexane (85%), while its ?- isomer is best synthesized in hexamethyl phosphoramide (64%). Similarly, methyl tetra-o-methyl-?- D-mannopyranoside is synthesized in cyclohexane (80%), while its ?- isomer is predominantly prepared by (MeI+n-BuLi) in cyclohexane (98%). The ?-and ?- isomers of these glycosides were identified and quantified by G.C | ||
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