2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

Base Information

Chemical Name:2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid
CAS No.:458569-22-7
Molecular Formula:C₁₆H₂₂O₁₀
Molecular Weight:374.345
Hs Code.:

Synonyms:2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

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Chemical Property of 2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

Chemical Property:

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Technology Process of 2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

There total 6 articles about 2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid 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: 100.0%

: 458569-21-6
2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

: 458569-22-7
2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

Guidance literature:: With palladium hydroxide - carbon; hydrogen; In methanol; water; acetic acid; for 10h;
DOI:10.1021/ol026378e

Reference yield:

: 642-71-7
3,4,5-trimethoxyphenol

: 458569-22-7
2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; toluene / -30 - 20 °C

2: 82 percent / lutidine; DMAP / CH₂Cl₂ / 0 - 20 °C

3: 68 percent / potassium acetate; dppf; dppp / palladium acetate / dimethylsulfoxide / 15 h / 75 °C

4: 100 percent / H₂; palladium hydroxide on activated carbon / methanol; acetic acid; H₂O / 10 h

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; trimethylsilyl trifluoromethanesulfonate; palladium hydroxide - carbon; lutidine; 1,3-bis-(diphenylphosphino)propane; hydrogen; potassium acetate; palladium diacetate; In methanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/ol026378e

Reference yield:

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 458569-22-7
2-(β-D-glucopyranosyl)-3,4,5-trimethoxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 67 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂; toluene / -30 - 20 °C

2: 82 percent / lutidine; DMAP / CH₂Cl₂ / 0 - 20 °C

3: 68 percent / potassium acetate; dppf; dppp / palladium acetate / dimethylsulfoxide / 15 h / 75 °C

4: 100 percent / H₂; palladium hydroxide on activated carbon / methanol; acetic acid; H₂O / 10 h

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; trimethylsilyl trifluoromethanesulfonate; palladium hydroxide - carbon; lutidine; 1,3-bis-(diphenylphosphino)propane; hydrogen; potassium acetate; palladium diacetate; In methanol; dichloromethane; water; acetic acid; dimethyl sulfoxide; toluene;
DOI:10.1021/ol026378e