Synthesis of the C-5 homologue of N-acetylneuraminic acid by enzymatic chain elongation of 2-C-acetamidomethyl-2-deoxy-D-mannose

Add time:08/30/2019    Source:sciencedirect.com

Condensation of hexopyranosid-2-ulose 1 with nitromethane afforded after acetylation 2. Treatment with borohydride yielded stereoselectively 4. Reduction, acetylation, deblocking, and acid hydrolysis gave then C-2 branched N-acetylmannosamine 7 that was enzymatically converted to the first known C-5 branched homologue of 8.

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