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CAS No.: | 13405-60-2 |
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Name: | 1-Galloyl-glucose |
Article Data: | 12 |
Molecular Structure: | |
Formula: | C13H16O10 |
Molecular Weight: | 332.264 |
Synonyms: | [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] 3,4,5-trihydroxybenzoate; |
Density: | 1.85g/cm3 |
Melting Point: | 214℃ |
Boiling Point: | 736.4°C at 760 mmHg |
Flash Point: | 278.9°C |
PSA: | 177.14000 |
LogP: | -2.23990 |
2,3,4,6-tetra-O-benzyl-1-(3’,4’,5’-tri-O-benzylgalloyl)-β-D-glucopyranose
β-glucogallin
Conditions | Yield |
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With 20% palladium hydroxide-activated charcoal; hydrogen In tetrahydrofuran at 20 - 25℃; for 12h; | 96% |
With palladium 10% on activated carbon; hydrogen In methanol; ethyl acetate under 2585.81 Torr; for 5h; Inert atmosphere; | 95% |
L-Cysteine methyl ester
furosin
A
(R)-1,2,6-Trihydroxy-4,11-dioxo-4,8,9,11-tetrahydro-7H-5,12-dioxa-10-thia-7-aza-benzo[def]chrysene-8-carboxylic acid methyl ester
B
β-glucogallin
Conditions | Yield |
---|---|
With ammonium formate In water; acetonitrile at 80℃; | A 60% B 74% |
furosin
A
(R)-1,2,6-Trihydroxy-4,11-dioxo-4,8,9,11-tetrahydro-7H-5,12-dioxa-10-thia-7-aza-benzo[def]chrysene-8-carboxylic acid methyl ester
B
β-glucogallin
Conditions | Yield |
---|---|
With L-Cysteine methyl ester; ammonium formate In water; acetonitrile at 80℃; | A 60% B 74% |
1-galloyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranose
β-glucogallin
Conditions | Yield |
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With methanol; sodium methylate |
3,4,5-trihydroxybenzoic acid
B
β-glucogallin
Conditions | Yield |
---|---|
In water for 96h; | A 190 mg B 230 mg |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.17 h / 20 °C / Inert atmosphere; Molecular sieve 1.2: 3.33 h / Inert atmosphere; Molecular sieve 2.1: palladium 10% on activated carbon; hydrogen / methanol; ethyl acetate / 5 h / 2585.81 Torr / Inert atmosphere View Scheme |
β-glucogallin
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 2585.81 Torr; for 4h; | |
With 10 wt% Pd(OH)2 on carbon; hydrogen In ethanol; acetone at 20℃; for 4h; |
3,4,5-trihydroxybenzoic acid
β-glucogallin
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 °C / Inert atmosphere 2: thionyl chloride / dichloromethane 3: dichloromethane / 72 h / Inert atmosphere 4: perchloric acid; silica gel / acetonitrile / 24 h 5: hydrogen; palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 2585.81 Torr View Scheme |
3,4,5-tribenzyloxybenzoic acid
β-glucogallin
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: thionyl chloride / dichloromethane 2: dichloromethane / 72 h / Inert atmosphere 3: perchloric acid; silica gel / acetonitrile / 24 h 4: hydrogen; palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 2585.81 Torr View Scheme |
3,4,5-tris(benzyloxy)benzoyl chloride
β-glucogallin
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: dichloromethane / 72 h / Inert atmosphere 2: perchloric acid; silica gel / acetonitrile / 24 h 3: hydrogen; palladium 10% on activated carbon / ethanol / 4 h / 20 °C / 2585.81 Torr View Scheme | |
Multi-step reaction with 2 steps 1: N,N,N,N,-tetramethylethylenediamine / dichloromethane / 48 h / Reflux 2: hydrogen; 20% palladium hydroxide-activated charcoal / tetrahydrofuran / 12 h / 20 - 25 °C View Scheme |