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Synthesis of 2,3,4-tri-O-acetyl-1,6-anhydro-β-D-galactopyranose

J. Trúchly and Š. Bauer

Slovak Academy of Sciences, Bratislava

 

Abstract: From penta-O-acetyl-β-D-galactopyranose by alkali degradation, phenyl tetra-O-acetyl-β- D-galactopyranoside, m.p. 123-4°, [α]20D -27.0° (c 1, benzene), 1,6-anhydro-β-D-galactopyranose, and finally 2,3,4-tri-O-acetyl-1,6-anhydro-β-D-galactopyranose, crystals of m.p. 73-4° [α]20D -6.5° (c 1, CHCl3) was prepd. The yield was 39% which is higher than the most results reported in literature. This method is similar to that of Coleman and McCloskey (CA 39, 5018). The structural scheme of equations is given.

Full paper in Portable Document Format: 198a650.pdf (in Slovak)

 

Chemical Papers 19 (8) 650–654 (1965)

Thursday, June 27, 2024

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