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Alternative syntheses of methylated sugars. XVI. Synthesis of methyl 2,3-di-O-acetyl-β-D-xylopyranoside

P. Kováč and J. Alföldi

Institute of Chemistry, Slovak Academy of Sciences, 809 33 Bratislava

 

Abstract: Benzylation of Me 2,3-anhydro-β-D-ribopyranoside with PhCH2Br and NaH in (MeOCH2)2 gave Me 2,3-anhydro-4-O-benzyl-β-D-ribopyranoside in high yield. Alk. hydrolysis followed by acetylation of the formed Me 4-O-benzyl-β-D-xylopyranoside, and cleavage of the benzyl group by hydrogenolysis gave cryst. Me 2,3-di-O-acetyl-β-D-xylopyranoside.

Full paper in Portable Document Format: 324a519.pdf

 

Chemical Papers 32 (4) 519–523 (1978)

Tuesday, June 25, 2024

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