6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

Base Information

Chemical Name:6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one
CAS No.:791601-81-5
Molecular Formula:C₂₃H₂₄O₁₁
Molecular Weight:476.437
Hs Code.:

Synonyms:6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

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Chemical Property of 6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

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Technology Process of 6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

There total 5 articles about 6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-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: 95.0%

: 791601-77-9
7-benzyloxy-5-hydroxy-2-(4-methoxymethoxyphenyl)-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-4H-1-benzopyran-4-one

: 791601-81-5
6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 35 ℃; for 1h;
DOI:10.1016/j.tet.2004.08.015

Reference yield:

: 35028-02-5
1-[4-(benzyloxy)-2,6-dihydroxyphenyl]ethanone

: 791601-81-5
6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / TMSOTf / CH₂Cl₂ / 18 h / 20 °C

2: 92 percent / DCC; DMAP / CH₂Cl₂ / 12 h / 20 °C

3: 17 percent / 4 Angstroem molecular sieves; K₂CO₃; pyridine / 1 h / Heating

4: 95 percent / H₂ / Pd(OH)2 / ethanol / 1 h / 35 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium dihydroxide; In ethanol; dichloromethane;
DOI:10.1016/j.tet.2004.08.015

Reference yield:

: 74808-09-6
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl trichloroacetimidate

: 791601-81-5
6-(β-D-glucopyranosyl)-5,7-dihydroxy-2-(4-methoxymethoxyphenyl)-4H-1-benzopyran-4-one

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / TMSOTf / CH₂Cl₂ / 18 h / 20 °C

2: 92 percent / DCC; DMAP / CH₂Cl₂ / 12 h / 20 °C

3: 17 percent / 4 Angstroem molecular sieves; K₂CO₃; pyridine / 1 h / Heating

4: 95 percent / H₂ / Pd(OH)2 / ethanol / 1 h / 35 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium dihydroxide; In ethanol; dichloromethane;
DOI:10.1016/j.tet.2004.08.015