3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

Base Information

Chemical Name:3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS No.:261159-41-5
Molecular Formula:C₂₈H₃₂O₁₆
Molecular Weight:624.552
Hs Code.:

Synonyms:3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

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Chemical Property of 3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

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Technology Process of 3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

There total 8 articles about 3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

: 862583-24-2
7-O-benzyl-4'-O-methylquercetin-3-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-β-D-glucopyranoside

: 261159-41-5
3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

Guidance literature:: 7-O-benzyl-4'-O-methylquercetin-3-yl-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-β-D-glucopyranoside; With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; at 40 ℃; for 7h; under 760 Torr;

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.carres.2005.04.021

Reference yield:

: 862583-22-0
2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-α-D-glucopyranosyl bromide

: 261159-41-5
3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: TBAB; K₂CO₃ / CHCl₃; H₂O / 1 h / 40 °C

1.2: 66 percent / CHCl₃; H₂O / 24 h / 40 °C

2.1: H₂ / Pd-C / ethanol; ethyl acetate / 7 h / 40 °C / 760 Torr

2.2: 86 percent / NaOMe / methanol; CH₂Cl₂ / 4 h / 20 °C

With tetrabutylammomium bromide; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; chloroform; water; ethyl acetate;
DOI:10.1016/j.carres.2005.04.021

Reference yield:

: 862583-21-9
allyl 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1->2)-4,6-di-O-acetyl-3-O-benzoyl-α-D-glucopyranoside

: 261159-41-5
3-[[2-O-(6-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: PdCl₂ / methanol; CH₂Cl₂ / 20 °C

1.2: 66 percent / pyridine / 1 h / 20 °C

2.1: 90 percent / HBr; HOAc / CH₂Cl₂ / 0 °C

3.1: TBAB; K₂CO₃ / CHCl₃; H₂O / 1 h / 40 °C

3.2: 66 percent / CHCl₃; H₂O / 24 h / 40 °C

4.1: H₂ / Pd-C / ethanol; ethyl acetate / 7 h / 40 °C / 760 Torr

4.2: 86 percent / NaOMe / methanol; CH₂Cl₂ / 4 h / 20 °C

With tetrabutylammomium bromide; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; palladium on activated charcoal; palladium dichloride; In methanol; ethanol; dichloromethane; chloroform; water; ethyl acetate;
DOI:10.1016/j.carres.2005.04.021