Preparation of Ethyl 2-Azido-2-deoxy-1-thio-β-d-mannopyranosides, and their Rearrangement to 2-S-Ethyl-2-thio-β-d-mannopyranosylamines

The synthesis of ethyl 2-azido-2-deoxy-1-thio-β-D-mannopyranosides 7-11, starting from appropriate synthons with gluco configuration, via S N 2 substitution at C(2), and their rearrangement to 2-S-ethyl-2-thio-β-D-mannopyranosylamines 12-14 are presented.