A convenient synthesis of O-α-l-fucopyranosyl-(1 → 2)-O-β-d-galactopyranosyl-(1 → 4)-d-glucopyranose (2′-O-α-l-fucopyranosyllactose)
✍ Scribed by Rakesh K. Jain; Robert D. Locke; Khushi L. Matta
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- English
- Weight
- 293 KB
- Volume
- 212
- Category
- Article
- ISSN
- 0008-6215
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A practical approach for the synthesis of oligosaccharides containing the O-alpha-L-fucopyranosyl-(1----2)-D-galactopyranosyl unit has been developed by utilizing the readily accessible 3,4,6-tri-O-acetyl-2-O-(2,3,4-tri-O-acetyl-alpha-L- fucopyranosyl)-alpha-D-galactopyranosyl bromide (1). Thus, con
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Ally1 4-0-(4-O-acetyl-2-O-benzoyl-3,6-di-O-benzyl-~-D-galactopyranosyl)-2-0-benzoyl-3,6-di-O-benzyl-a-D-galactopyranoside was 0-deallylated to give the 1-hydroxy derivative, and this was converted into the corresponding l-O-(Nphenylcarbamoyl) derivative, treatment of which with dry HCl produced the