Synthesis of C-3 nitrogen-containg derivatives of N-acetyl-a,b-D-mannosamine as substrates for N-acetylneuraminic acid aldolase
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The synthesis of 3-azido-3-deoxy, 3-amino-3-deoxy and 3-N-tert-butyloxycarbonyl-3-deoxy derivatives of 2-acetamido-2-deoxy-a,߭-mannose (N-acetyl-a,߭-mannosamine, ManNAc), is presented. The 3-azido-3-deoxy- and 3-N-tert-butyloxycarbonyl compounds were further characterised as their peracetates. A preliminary study has found that these C-3 nitrogen-substituted derivatives of ManNAc not to be substrates for Neu5Ac aldolase.