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2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE synthesis
- Product Name:2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE
- CAS Number:6386-24-9
- Molecular formula:C34H36O6
- Molecular Weight:540.65
![Methyl 2,3,4,6-Tetra-O-benzyl-a-D-galactopyranoside](/CAS/GIF/53008-63-2.gif)
53008-63-2
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$50.00/5G
![2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE](/CAS/GIF/6386-24-9.gif)
6386-24-9
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$96.31/1G
Yield:6386-24-9 87%
Reaction Conditions:
with hydrogenchloride;strontium (III) chloride hexahydrate in water;acetic acid at 70;
Steps:
B. Synthesis of 2,3,4,6-Tetra-O-benzyl-D-glycopyranoses 3, 5 and 11.
General procedure: To a stirred solution of methyl 2,3,4,6-tetra-O-benzyl-α-D-glycopyranosides 3-2, 4 5-2 or 11-2 (4.99 g, 9 mmol) in 25 mL of glacial acetic acid containing SrCl2·6H2O (0.24 g, 0.9 mmol) heated at 70°C was added 4 mL of 5 M hydrochloric acid. The stirring was continued at 70°C until reaction completed as indicated by TLC analysis (typically within 2-3 h). The reaction mixture was poured into 300 mL of ice-water while stirring immediately after the reaction completed, and the resulting mixture was extracted with three 100-mL portions of dichloromethane. The combined extracts were washed successively with saturated sodium bicarbonate and brine, dried over anhydrous sodium sulfate and evaporated on a rotary evaporator to afford an oily residue, which was purified by column chromatography to yield the pure 2,3,4,6-tetra-O-benzyl-D-glycopyranoses 3, 5 and 11 as anomeric mixtures.
References:
Wei, Peng;Zhang, Datong;Gao, Zhigang;Cai, Wenqing;Xu, Weiren;Tang, Lida;Zhao, Guilong [Synthetic Communications,2015,vol. 45,# 12,p. 1457 - 1470] Location in patent:supporting information
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214490-83-2
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![2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE](/CAS/GIF/6386-24-9.gif)
6386-24-9
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![4-Methylphenyl 2,3,4,6-tetrakis-O-(phenylmethyl)-1-thio-beta-D-galactopyranoside](/CAS/20211123/GIF/211678-08-9.gif)
211678-08-9
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![2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE](/CAS/GIF/6386-24-9.gif)
6386-24-9
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![D-(+)-GALACTOSE](/CAS/GIF/10257-28-0.gif)
10257-28-0
74 suppliers
$138.00/100g
![Benzyl chloride](/CAS/GIF/100-44-7.gif)
100-44-7
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$13.50/250G
![2,3,4,6-TETRA-O-BENZYL-D-GALACTOPYRANOSE](/CAS/GIF/6386-24-9.gif)
6386-24-9
52 suppliers
$96.31/1G