Synthesis, crystalline structure, conformational analysis, and azidolysis of methyl 2,3-anhydro-α-D-manno- and -allo-pyranoside p-bromobenzyl ethers

Article abstract of DOI:10.1016/0008-6215(92)80086-G

Methyl 2,3-anhydro-4,6-di-O-p-bromobenzyl-α-D-allopyranoside (6) was synthesized from methyl 4,6-O-benzylidene-α-D-glucopyranoside (1) via the intermediate methyl 4,6-di-O-p-bromobenzyl-2,3-di-O-p-tolylsulfonyl-α-D-glucopyranoside.Treatment of 6 with sodi