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6R/S-deutero-α-d-mannopyranoside 1-phosphate

Lennard-Jones Laboratory, School of Chemical and Physical Sciences, Keele University, Keele, Staffordshire ST5 5BG, UK
Author to whom correspondence should be addressed.
Current address: Department of Biological Chemistry, John Innes Centre, Norwich Research Park, Norwich NR4 7UH, UK.
Molbank 2019, 2019(3), M1068;
Received: 3 June 2019 / Revised: 19 June 2019 / Accepted: 24 June 2019 / Published: 27 June 2019
(This article belongs to the Special Issue Organic Synthesis of Carbohydrates)
6R/S-deutero-α-d-mannopyranoside 1-phosphate was synthesised from a C6 aldehydic mannose thioglycoside donor in four steps. Using NaBD4 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 1H, 13C, 31P and 2D NMR, alongside MS analysis. View Full-Text
Keywords: mannose; glycosyl-phosphate; deuterium; isotope; NMR mannose; glycosyl-phosphate; deuterium; isotope; NMR
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MDPI and ACS Style

Ahmadipour, S.; Miller, G.J. 6R/S-deutero-α-d-mannopyranoside 1-phosphate. Molbank 2019, 2019, M1068.

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