Catalytic reduction of dimeric acetylated 2-deoxy-2-nitroso-α-D-glycopyranosyl chlorides
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Reduction of tri-O-acetyl-2-deoxy-2-nitroso-α-D-glucopyranosyl chloride dimer with hydrogen and platinum oxide in the presence of methanol or ethanol afforded the corresponding alkyl tri-O-acetyl-2-amino-2-deoxy-β-D-glucopyranoside hydrochloride. In the absence of an alcohol the product was tri-O-acetyl-2-amino-1,5-anhydro-2-deoxy-D-glucitol hydrochloride. The glycosylation/reduction process gave similar results with the galacto isomer.A method is described for the ready and large-scale synthesis of D-galactosamine hydrochloride.
2013 ◽
Vol 48
(12)
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pp. 5003-5007
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2003 ◽
Vol 125
(27)
◽
pp. 8088-8089
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2019 ◽
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