6<i>R</i>/<i>S</i>-deutero-α-<span style="font-variant: small-caps">d</span>-mannopyranoside 1-phosphate

oleh: Sanaz Ahmadipour, Gavin J. Miller

Format: Article
Diterbitkan: MDPI AG 2019-06-01

Deskripsi

6<i>R</i>/<i>S</i>-deutero-&#945;-<span style="font-variant: small-caps;">d</span>-mannopyranoside 1-phosphate was synthesised from a C6 aldehydic mannose thioglycoside donor in four steps. Using NaBD<sub>4</sub> as the reductant, isotopic enrichment at C6 was achieved and the resultant C6-deuterated material was converted through to the glycosyl 1-phosphate using a protection/glycosylation/deprotection sequence. The product was fully characterised by <sup>1</sup>H, <sup>13</sup>C, <sup>31</sup>P and 2D NMR, alongside MS analysis.