3,5,4'-trimethoxy-trans-stilbene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at 0 - 30℃; | 100% |
With boron tribromide In dichloromethane at 0 - 20℃; | 99% |
With aluminum (III) chloride; sodium sulfate; triethylamine In chlorobenzene at 0 - 115℃; for 6.5h; Inert atmosphere; | 98% |
(E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
Stage #1: (E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene With aluminum (III) chloride; triethylamine In chlorobenzene at 0 - 80℃; for 10h; Stage #2: With water In chlorobenzene at 0℃; for 2h; Product distribution / selectivity; | 100% |
With aluminum (III) chloride; N,N-dimethyl-aniline at 40 - 50℃; | 90% |
With hydrogen In dichloromethane at 20℃; under 3750.38 Torr; for 5h; | 87% |
(E)-3,5,4'-tri(benzoyloxy)styrene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With sodium methylate In tetrahydrofuran; methanol at 50℃; for 5h; | 98% |
(E)-4-(3,5-bis(methoxymethoxy)styryl)phenol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 20 - 65℃; for 3h; Inert atmosphere; | 97% |
3,5-dihydroxybenzaldehyde
dimethyl (4-hydroxybenzyl)phosphonate
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With RS004 catalyst In ethanol at 20℃; for 6h; Wittig-Horner Reaction; | 97% |
4'-Acetylresveratrol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran for 2h; Heating; | 95% |
3,5,4'-trimethoxystilbene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
Stage #1: 3,5,4'-trimethoxystilbene With boron tribromide In toluene at 0 - 20℃; for 2.03333h; Stage #2: With water; sodium hydrogencarbonate In toluene at 0℃; for 0.333333h; | 92% |
With aluminum (III) chloride; triethylamine In chlorobenzene at 60 - 70℃; for 0.5h; Inert atmosphere; | 90% |
Multi-step reaction with 2 steps 1: BBr3 2: diphenyl disulphide / tetrahydrofuran / Heating View Scheme | |
With pyridine hydrochloride at 190 - 195℃; for 4h; | |
Stage #1: 3,5,4'-trimethoxystilbene With iodine In hexane for 48h; Reflux; Stage #2: With boron tribromide In dichloromethane at 0 - 20℃; for 5h; |
(E)-2,4,6-tribromo-3,5,4'-trihydroxystilbene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With sodium sulfite In water at 60℃; for 6h; Green chemistry; | 90% |
triacetyl-trans-resveratrol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran | 88% |
Stage #1: triacetyl-trans-resveratrol With potassium hydroxide In methanol for 1h; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In methanol; water pH=2; Inert atmosphere; | 79% |
With sodium methylate In tetrahydrofuran; methanol | |
With potassium hydroxide In methanol; ethyl acetate |
(E)-1-(3,5-di-isopropoxyphenyl)-2-(4-isopropoxyphenyl)ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With boron trichloride In dichloromethane at -78 - -10℃; | 85% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole; sodium hydrogencarbonate for 0.333333h; Heating; microwave irradiation; | 84% |
(Z)-1-(3,5-dimethoxyphenyl)-2-(4-methoxyphenyl)ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With aluminium(III) iodide In acetonitrile at 82℃; for 3h; | 83.8% |
With aluminium(III) iodide In acetonitrile at 82℃; for 3h; | 73% |
pinosylvin
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With L234Q/I238V/G239A In dimethyl sulfoxide at 20℃; for 20h; Reagent/catalyst; Enzymatic reaction; regioselective reaction; | 83% |
With unspecific peroxygenase from Marasmius rotula DSM-25031; dihydrogen peroxide; ascorbic acid In aq. phosphate buffer; acetone at 30℃; for 0.5h; pH=7; Enzymatic reaction; regioselective reaction; |
C15H12O5
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline at 180 - 190℃; Microwave irradiation; Inert atmosphere; Green chemistry; | 82% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With 5%-palladium/activated carbon; hydrogen In acetonitrile under 2280.15 Torr; for 48h; | 80% |
(E)-1-(3,5-bis-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol at 20℃; for 26h; | 79% |
With hydrogenchloride In methanol at 20℃; for 36h; |
1-(1-bromoethyl)-3,5-diacetoxybenzene
4-bromophenyl acetate
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
Stage #1: 1-(1-bromoethyl)-3,5-diacetoxybenzene With lithium carbonate In ISOPROPYLAMIDE at 120℃; for 2h; Inert atmosphere; Stage #2: 4-bromophenyl acetate With potassium phosphate; palladium oximate In ISOPROPYLAMIDE at 130℃; for 19.75h; Inert atmosphere; Stage #3: With water; potassium carbonate at 110℃; for 2.5h; Product distribution / selectivity; | 77% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 80℃; | 75% |
(E)-1-[4-(hexyloxy)phenyl]-2-(3,5-dimethoxyphenyl)ethene
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With boron tribromide In dichloromethane at 0 - 20℃; for 4h; | 70% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With quinoline; copper at 200℃; for 3h; Inert atmosphere; diastereoselective reaction; | 60.8% |
With quinoline; copper |
2-(3,5-dihydroxyphenyl)acetic acid
4-hydroxy-benzaldehyde
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With piperidine; 1-methyl-1H-imidazole In various solvent(s) at 160℃; for 0.166667h; microwave irradiation; | 51% |
5-iodoresorcinol
4-Vinylphenol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With triethanolamine; palladium diacetate at 100℃; for 24h; Mizoroki-Heck reaction; Inert atmosphere; | 41.4% |
With triethanolamine; palladium diacetate at 100℃; for 24h; Mizoroki-Heck reaction; Inert atmosphere; stereoselective reaction; | 41.4% |
With triethanolamine; palladium diacetate at 100℃; for 24h; Heck Reaction; Inert atmosphere; |
5-[(E)-2-(4-methoxyphenyl)vinyl]benzene-1,3-diol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With pyridine hydrochloride | |
With boron trichloride; tetra-(n-butyl)ammonium iodide In dichloromethane at 0℃; for 7h; Inert atmosphere; | 81 mg |
polydatin
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
In water at 21℃; for 14h; β-glucosidase, pH 6; | |
With proteolytic enzymes at 0 - 15℃; Enzymatic reaction; | |
With recombinant β-glucosidase from Thermotoga maritima In aq. phosphate buffer; dimethyl sulfoxide at 90℃; pH=5.8; Kinetics; Enzymatic reaction; | |
With glucosidases from Bacillus safensis CGMCC 13129 at 37℃; for 8h; pH=7; Temperature; pH-value; Enzymatic reaction; |
resveratrol
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With diphenyldisulfane In tetrahydrofuran Isomerization; Heating; |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With quinoline; copper at 220℃; |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With sodium hydroxide | |
With sodium hydroxide |
cis-3,4',5-triisopropoxystilbene
A
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
B
cis-resveratrol
Conditions | Yield |
---|---|
With boron trichloride In dichloromethane at -78 - 0℃; for 2.25h; |
4-Vinylphenol
1,3-dihydroxy-5-vinylbenzene
A
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
B
(E)-3,3',5,5'-tetrahydroxystilbene
Conditions | Yield |
---|---|
Grubbs catalyst first generation In tetrahydrofuran for 1h; Heating; | A 95 % Chromat. B 5 % Chromat. |
diazomethane
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
3,5,4'-trimethoxy-trans-stilbene
Conditions | Yield |
---|---|
In methanol; diethyl ether at 10℃; for 24h; | 100% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
acetic anhydride
triacetyl-trans-resveratrol
Conditions | Yield |
---|---|
With pyridine at 20 - 80℃; | 100% |
With sodium hydroxide In dichloromethane; water at 20℃; Concentration; Reagent/catalyst; Solvent; Temperature; Large scale; | 95% |
With triethylamine In dichloromethane at 20℃; | 92% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
methyl iodide
3,5,4'-trimethoxy-trans-stilbene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 2h; | 100% |
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol With potassium carbonate In acetone at 25℃; for 0.0833333h; Inert atmosphere; Stage #2: methyl iodide In acetone at 25℃; for 12h; Inert atmosphere; | 93% |
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol With potassium carbonate In acetone at 25℃; for 0.0833333h; Inert atmosphere; Stage #2: methyl iodide In acetone at 25℃; for 12h; Inert atmosphere; | 93% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
Conditions | Yield |
---|---|
With 2,4,6-trimethyl-pyridine; silver carbonate; molecular sieve, 3 A In dichloromethane; acetonitrile at 25℃; for 72h; Under anhydrous N2; | 100% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With perchloric acid; deuteromethanol at 20℃; for 4h; Reagent/catalyst; Inert atmosphere; | 100% |
With water-d2 In acetonitrile at 90℃; for 24h; Darkness; |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
trans-piceatannol
Conditions | Yield |
---|---|
With streptomyces avermilitis tyrosinase; benzene-1,2-diol In aq. buffer for 3h; pH=8; Reagent/catalyst; Enzymatic reaction; | 100% |
With ascorbic acid In aq. phosphate buffer; dimethyl sulfoxide at 30℃; pH=6.0; | 100% |
With benzene-1,2-diol In aq. phosphate buffer at 30℃; pH=7.5; Microbiological reaction; regioselective reaction; |
trifluoromethylsulfonic anhydride
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; | 100% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
piperidine carbamoyl chloride
(E)-3,5,4'-tri[(piperidine-N-carbonyl)oxy]stilbene
Conditions | Yield |
---|---|
With dmap; potassium carbonate In acetone Reflux; Inert atmosphere; | 99.3% |
4-Nitrophthalonitrile
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 80℃; Inert atmosphere; | 99% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
n-hexadecanoyl chloride
resveratrol tripalmitate
Conditions | Yield |
---|---|
With pyridine at 20℃; for 12h; | 99% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
carbonochloridic acid, butyl ester
Conditions | Yield |
---|---|
With pyridine In toluene at 20℃; | 99% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
dihydroresveratrol
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal | 98% |
With 5%-palladium/activated carbon; hydrogen In methanol at 20℃; under 2250.23 Torr; for 3h; | 97.82% |
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 3800.26 Torr; for 8h; | 95% |
Conditions | Yield |
---|---|
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol With dmap; triethylamine In dichloromethane at 10℃; Stage #2: n-octanoic acid chloride In dichloromethane at 10℃; for 1h; | 96.7% |
With potassium carbonate In acetonitrile at 25℃; for 20h; | 20% |
With pyridine | |
With pyridine at 20℃; | |
With potassium carbonate In acetonitrile at 25℃; for 20h; |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol; N,N-dimethyl-formamide With trichlorophosphate In acetonitrile at 20℃; for 2.5h; Vilsmeier reaction; Cooling with ice; Stage #2: With water In acetonitrile at 50℃; for 3h; Vilsmeier reaction; | 96% |
With trichlorophosphate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 2.5h; Vilsmeier Reaction; Cooling with ice; | 96% |
With trichlorophosphate at 20℃; for 3h; Cooling with ice; | 95% |
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 0 - 70℃; for 2h; | 96% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
benzyl bromide
(E)-1-(4-(benzyloxy)phenyl)-2-(3,5-bis(benzyloxy)phenyl)-ethene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; | 95% |
Conditions | Yield |
---|---|
With Lyophilized E. coli whole cells overexpressed Rhizobium sp. 2,6-dihydroxybenzoic acid decarboxylase In methanol; aq. phosphate buffer at 30℃; for 24h; pH=8.5; Catalytic behavior; Reagent/catalyst; Solvent; Enzymatic reaction; regioselective reaction; | 95% |
Conditions | Yield |
---|---|
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol With dmap; triethylamine In dichloromethane at 10℃; Stage #2: 2-ethylhexanoic acid chloride In dichloromethane at 10℃; for 1h; | 94.8% |
Conditions | Yield |
---|---|
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol With dmap; triethylamine In dichloromethane at 10℃; Stage #2: 3,3-Dimethylacryloyl chloride In dichloromethane at 10℃; for 1h; | 92.5% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
trans-δ-viniferin
Conditions | Yield |
---|---|
With dihydrogen peroxide In water; acetone at 40℃; for 1h; Reagent/catalyst; | 92% |
Stage #1: (E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol With horseradish peroxidase In acetone at 40℃; for 0.5h; pH=8; Stage #2: With dihydrogen peroxide In acetone at 40℃; for 1h; pH=8; | 89% |
With silver(I) acetate In methanol at 50℃; for 1h; | 86% |
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
cis-resveratrol
Conditions | Yield |
---|---|
for 1.66667h; Irradiation; isomerization; | 90.6% |
Inert atmosphere; UV-irradiation; | 81% |
In ethanol Irradiation; |
imidazol-1-ylacetic acid
(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 60℃; for 3h; | 90% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 60℃; for 3h; | 90% |
The Resveratrol, with the CAS registry number 501-36-0,is also known as 3,4',5-Trihydroxy-trans-stilbene; 5-[(1E)-2-(4-Hydroxyphenyl)ethenyl]-1,3-benzenediol. It belongs to the product categories of Intermediates & Fine Chemicals;Pharmaceuticals;Caspases/Apoptosis;Health supplements.Its EINECS number is 501-36-0. This chemical's molecular formula is C14H12O3 and molecular weight is 228.24. What's more,Its systematic name is 1,3-Benzenediol,5-(2-(4-hydroxyphenyl)ethenyl)-,(E)-.It is Off-White to Tan Powder.It is a phytoalexin derived from grapes and other food products with antioxidant and potential chemopreventive activities. Resveratrol induces phase II drug-metabolizing enzymes (anti-initiation activity); mediates anti-inflammatory effects and inhibits cyclooxygenase and hydroperoxidase functions (anti-promotion activity); and induces promyelocytic leukemia cell differentiation (anti-progression activity), thereby exhibiting activities in three major steps of carcinogenesis.
Physical properties about Resveratrol are:
(1)ACD/LogP: 3.139; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.14; (4)ACD/LogD (pH 7.4): 3.13; (5)ACD/BCF (pH 5.5): 143.19; (6)ACD/BCF (pH 7.4): 140.74; (7)ACD/KOC (pH 5.5): 1215.59; (8)ACD/KOC (pH 7.4): 1194.74; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.763; (13)Molar Refractivity: 69.291 cm3; (14)Molar Volume: 167.93 cm3; (15)Surface Tension: 70.7279968261719 dyne/cm; (16)Density: 1.359 g/cm3; (17)Flash Point: 222.313 °C; (18)Enthalpy of Vaporization: 73.496 kJ/mol; (19)Boiling Point: 449.115 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C;
You can still convert the following datas into molecular structure:
(1)SMILES:Oc2cc(\C=C\c1ccc(O)cc1)cc(O)c2;
(2)Std. InChI:InChI=1S/C14H12O3/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(17)8-11/h1-9,15-17H/b2-1+;
(3)Std. InChIKey:LUKBXSAWLPMMSZ-OWOJBTEDSA-N;
Safety Information of Resveratrol:
The Resveratrol is risk of serious damage to eyes .It is irritating to eyes ,respiratory system and skin.When you use it ,wear suitable protective clothing, gloves and eye/face protection.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View