Synthesis of quercetin 3-O-β-d-apiofuranosyl-(1→2)-[α-l-rhamnopyranosyl-(1→6)]-β-d-glucopyranoside
✍ Scribed by Yang Zhang; Kejun Wang; Zhilai Zhan; Yu Yang; Yimin Zhao
- Publisher
- Elsevier Science
- Year
- 2011
- Tongue
- French
- Weight
- 367 KB
- Volume
- 52
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
Condensation of allyl 3,4-di-O-benzyl-beta-D-xylopyranoside with 2-O-acetyl-3,4,6-tri-O-benzyl-alpha-D-galactopyranosyl chloride in dichloromethane in the presence of silver triflate gave allyl 2-O-(2-O-acetyl-3,4-6-tri-O-benzyl-beta-D-galactopyranosyl)-3,4-di-O benzyl-beta-D-xylopyranoside (7, 83%)
Halide-assisted glycosyIation, using a non-p~icipating Z-substituent (benzyl) in the glycosyl halide, was used to obtain the ~-D-gaiactosyl linkage and silver triflate promotion with a participating 2-substituent (benzoyl) was used to obtain the /3-D-galactosyl linkage in a facile synthesis of the t
Treatment of benzyl 2-acetamido-2-deoxy-alpha-D-galactopyranoside with 4-methoxybenzaldehyde dimethyl acetal in N,N-dimethylformamide in the presence of 4-toluenesulfonic acid afforded the 4,6-O-(4-methoxybenzylidene) acetal, which was glycosylated with 2,3,4,6-tetra-O-acetyl-alpha-D-galactopyranosy
Condensation of 2,4,6-tri-O-acetyl-3-deoxy-3-fluoro-cr-D-galactop~anosyl bromide (3) with methyl 2,3,4-tri-O-acetyl-/9-D-galactopyranoside (4) gave a fully acetylated (1+6)-/3-D-galactobiose fluorinated at the 3'-position which was deacetylated to give the title disaccharide. The corresponding trisa