5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Base Information

Chemical Name:5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic acid
CAS No.:1820-89-9
Molecular Formula:C₁₃H₁₆O₉
Molecular Weight:316.265
Hs Code.:
DSSTox Substance ID:DTXSID701307113
Nikkaji Number:J1.268.915B
Wikidata:Q76416210
Metabolomics Workbench ID:130231
ChEMBL ID:CHEMBL3092660

Synonyms:gentisic acid 5-O-beta-glucoside;5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic acid;2,5-dihydroxybenzoic acid 5-O-beta-D-glucoside;SCHEMBL940958;gentisic acid 5-beta-glucoside;CHEMBL3092660;gentisic acid 5-beta-D-glucoside;CHEBI:136772;DTXSID701307113;gentisic acid 5-O-beta-D-glucoside;NCGC00384900-01;2,5-dihydroxybenzoic acid 5-beta-glucoside;2,5-dihydroxybenzoic acid 5-beta-D-glucoside;2,5-dihydroxybenzoic acid 5-O-beta-glucoside;5-(beta-D-glucosyloxy)-2-hydroxybenzoic acid;2-Hydroxy-5-(beta-D-glucopyranosyloxy)benzoic acid;1820-89-9;2-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybenzoic acid

Suppliers and Price of 5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Chemical Property:

XLogP3:-0.8
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:4
Exact Mass:316.07943208
Heavy Atom Count:22
Complexity:390

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC(=C(C=C1OC2C(C(C(C(O2)CO)O)O)O)C(=O)O)O
Isomeric SMILES:C1=CC(=C(C=C1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)O)O

Technology Process of 5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic acid

There total 6 articles about 5-(beta-D-glucopyranosyloxy)-2-hydroxybenzoic 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: 80.0%

: 270061-95-5
2-Hydroxy-5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-benzoic acid

: 1820-89-9
5-(β-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In acetone; for 4h;
DOI:10.1016/S0008-6215(99)00311-0

Reference yield:

: 87513-62-0
2-acetoxy-5-hydroxy-benzoic acid methyl ester

: 1820-89-9
5-(β-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: Ba(OH)2 / methanol; ethanol; various solvent(s) / 25 h / 20 °C

3: KOH; Ba(OH)2; water / 1,2-dimethoxy-ethane / 120 h / 20 °C

4: 80 percent / H₂ / Pd/C / acetone / 4 h

With barium dihydroxide; potassium hydroxide; boron trifluoride diethyl etherate; water; hydrogen; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; acetone; 1: Etherification / 2: Deacetylation / 3: Hydrolysis / 4: Hydrogenolysis;
DOI:10.1016/S0008-6215(99)00311-0

Reference yield:

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

: 1820-89-9
5-(β-D-glucopyranosyloxy)-2-hydroxybenzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: Ba(OH)2 / methanol; ethanol; various solvent(s) / 25 h / 20 °C

3: KOH; Ba(OH)2; water / 1,2-dimethoxy-ethane / 120 h / 20 °C

4: 80 percent / H₂ / Pd/C / acetone / 4 h

With barium dihydroxide; potassium hydroxide; boron trifluoride diethyl etherate; water; hydrogen; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; acetone; 1: Etherification / 2: Deacetylation / 3: Hydrolysis / 4: Hydrogenolysis;
DOI:10.1016/S0008-6215(99)00311-0