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inquirytetrahydrocurcumin CAS No.: 36062-04-1 Molecular formula: C21H24O6 Molecular weight: three hundred and seventy-two point four one five Chemical properties: quasi white crystalline powder, soluble in methanol, ethanol, DMSO and other organic solve
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inquiryItems Standard Result Assay 98%min ----------------------------------------------------------------------------------------------
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inquiryCAS: 36062-04-1 Molecular Formula: C21H24O6 Home Product Category Biochemistry natural product 36062-04-1 36062-04-1 - Names and Identifiers Name 1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione Synonyms Tetrahyd
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inquiryChemical Name: 1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione CAS No.: 36062-04-1 Molecular Fomula: C21H24O6 Molecular weight: 372.415 Appearance:Off-white powder Storage:Store in cool and dry place, away from sun light. Package:25KG Applicat
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inquiry1,7-bis(4’-acetoxy-3’-methoxyphenyl)-3,5-heptadione
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With water; sodium carbonate; sodium hydroxide In methanol; ethanol at 100℃; for 1h; Temperature; Reagent/catalyst; Solvent; | 95% |
curcumin
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With platinum-iron-nickel hydroxide composite nanoparticle catalyst In ethanol at 24℃; for 1h; | 92.9% |
With palladium on activated charcoal; hydrogen In ethanol under 103.432 Torr; for 4h; | 91.8% |
With hydrogen; palladium on activated charcoal In ethyl acetate at 20℃; for 2h; | 80% |
curcumin
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With 1,4-dihydropyridine; palladium on activated charcoal In ethanol for 8h; Reflux; | 86% |
With NADPH-dependent curcumin/dihydrocurcumin reductase from Escherichia coli DH10B; NADPH at 28℃; for 0.5h; Enzymatic reaction; | |
With platinum(IV) oxide |
curcumin
A
hexahydrocurcumin
B
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With palladium on activated charcoal | A 18% B 68% |
curcumin
A
hexahydrocurcumin
B
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
C
1,7-bis-(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; under 760.051 Torr; for 4h; | A 20% B 64% C 15% |
With 5% palladium on activated carbon; hydrogen In ethanol |
curcumin
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In chloroform; ethyl acetate at 100℃; under 38000 Torr; | 60.5% |
curcumin
A
hexahydrocurcumin
B
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
C
1,7-bis-(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol at 20℃; under 760 Torr; for 4h; | A 9% B 14% C 5% |
With hydrogen; palladium on activated charcoal In methanol for 20h; Ambient temperature; | A 0.6 g B 1.8 g C 2.4 g |
With hydrogen; palladium on activated charcoal In ethyl acetate under 2327.17 Torr; |
vanillin
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: B2O3; B(OC4H9)3; n-BuNH2 / ethyl acetate 2: H2 / Pd-C / ethyl acetate View Scheme |
acetylacetone
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: B2O3; B(OC4H9)3; n-BuNH2 / ethyl acetate 2: H2 / Pd-C / ethyl acetate View Scheme |
glucose
curcumin
B
curcumin 4'-O-β-D-glucoside
C
dihydrocurcumin-O-glucoside
D
octahydrocurcumin-O-glucoside
F
hexahydrocurcumin
G
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
H
1,7-bis-(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
Conditions | Yield |
---|---|
With Rhizopus chinensis IFFI 3043 at 25℃; for 24h; Microbiological reaction; |
curcumin
A
dihydrocurcumin
B
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With NADPH-dependent curcumin/dihydrocurcumin reductase from Escherichia coli DH10B; NADPH at 28℃; Kinetics; Concentration; Time; Enzymatic reaction; |
curcumin
A
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With recombinant Vibrio vulnificus curcumin reductase; NADPH In aq. phosphate buffer; ethanol at 35℃; pH=6; Kinetics; Enzymatic reaction; |
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 5%-palladium/activated carbon; hydrogen / dichloromethane; methanol / 16 h / 2585.81 Torr 2.1: sodium hydroxide / water / 16 h / 20 °C / Cooling 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.17 h / 20 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 4.2: 18 h / 20 °C 5.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 5.2: 3 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: 5%-palladium/activated carbon; hydrogen / dichloromethane; methanol / 16 h / 2585.81 Torr 2.1: sodium hydroxide / water / 16 h / 20 °C / Cooling 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.17 h / 20 °C 4.1: triethylamine; magnesium chloride / acetonitrile / 1 h / 0 °C 4.2: 18 h / 20 °C 5.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 5.2: 18 h / 20 °C 6.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 6.2: 3 h / 20 °C View Scheme |
3-(4-hydroxy-3-methoxyphenyl)propionic acid
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium hydroxide / water / 16 h / 20 °C / Cooling 2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.17 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 3.2: 18 h / 20 °C 4.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 4.2: 3 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: sodium hydroxide / water / 16 h / 20 °C / Cooling 2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.17 h / 20 °C 3.1: triethylamine; magnesium chloride / acetonitrile / 1 h / 0 °C 3.2: 18 h / 20 °C 4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 4.2: 18 h / 20 °C 5.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 5.2: 3 h / 20 °C View Scheme |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.17 h / 20 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 2.2: 18 h / 20 °C 3.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 3.2: 3 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.17 h / 20 °C 2.1: triethylamine; magnesium chloride / acetonitrile / 1 h / 0 °C 2.2: 18 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 3.2: 18 h / 20 °C 4.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 4.2: 3 h / 20 °C View Scheme |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine; magnesium chloride / acetonitrile / 1 h / 0 °C 1.2: 18 h / 20 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C 2.2: 18 h / 20 °C 3.1: sodium chloride; water / dimethyl sulfoxide / 3 h / 150 °C 3.2: 3 h / 20 °C View Scheme |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Stage #1: C38H36O10 With water; sodium chloride In dimethyl sulfoxide at 150℃; for 3h; Stage #2: With sodium methylate In methanol at 20℃; for 3h; | 0.44 g |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
1,2-diamino-benzene
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 20℃; | 97.5% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
4-Chloro-1,2-phenylenediamine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 20℃; | 96.1% |
4,5-Dichloro-1,2-phenylenediamine
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 20℃; | 96.1% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
2-Amino-5-chlorobenzophenone
1-(6-chloro-2-(4-hydroxy-3-methoxyphenethyl)-4-phenylquinolin-3-yl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 0.666667h; | 95% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 1h; | 95% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
(2-aminophenyl)(phenyl)methanone
1-(2-(4-hydroxy-3-methoxyphenethyl)-4-phenylquinolin-3-yl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 0.5h; | 93% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
4-Bromo-benzene-1,2-diamine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 20℃; | 90.7% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
1,7-bis-(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 5h; | 89% |
With sodium tetrahydroborate In 1,4-dioxane; water at 20℃; for 1h; | 73.7% |
4-fluoro-1,2-phenylenediamine
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 20℃; | 88.8% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
4-amino-benzoic acid
Conditions | Yield |
---|---|
Stage #1: 4-amino-benzoic acid With sodium nitrite In water at 3 - 5℃; for 0.25h; Stage #2: With hydrogenchloride In water for 0.0833333h; Stage #3: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione With sodium hydroxide In water at 25℃; for 0.5h; pH=10; | 85.1% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
ethylenediamine
Conditions | Yield |
---|---|
With sulfuric acid In ethanol at 20℃; for 2h; | 85% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
2-aminoacetophenone
1-(2-(4-hydroxy-3-methoxyphenethyl)-4-methylquinolin-3-yl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 0.666667h; | 84% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With ammonium acetate; toluene-4-sulfonic acid In ethanol for 2h; | 80% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
methyl iodide
1,7-bis(3,4-dimethoxyphenyl)-4,4-dimethylheptane-3,5-dione
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h; | 79% |
p-Aminohippuric acid
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Stage #1: p-Aminohippuric acid With sodium nitrite In water at 3 - 5℃; for 0.25h; Stage #2: With hydrogenchloride In water for 0.0833333h; Stage #3: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione With sodium hydroxide In water at 25℃; for 0.5h; pH=10; | 78.23% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
benzaldehyde
urea
6-(4-hydroxy-3-methoxyphenethyl)-5-(3-(4-hydroxy-3-methoxyphenyl)propanoyl)-4-phenyl-3,4-dihydropyrimidin-2(1H)-one
Conditions | Yield |
---|---|
Stage #1: benzaldehyde; urea With copper(ll) sulfate pentahydrate In ethanol at 80℃; for 0.25h; Biginelli Pyrimidone Synthesis; Stage #2: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione In ethanol at 80℃; for 24h; Biginelli Pyrimidone Synthesis; | 74% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
With pyridine; hydroxylamine hydrochloride at 20℃; for 1h; | 70% |
2,5-diaminobenzophenone
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
1-(6-amino-2-(4-hydroxy-3-methoxyphenethyl)-4-phenylquinolin-3-yl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 1.5h; | 70% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
4-nitrobenzaldehdye
urea
C29H29N3O8
Conditions | Yield |
---|---|
Stage #1: 4-nitrobenzaldehdye; urea With copper(ll) sulfate pentahydrate In ethanol at 80℃; for 0.25h; Biginelli Pyrimidone Synthesis; Stage #2: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione In ethanol at 80℃; for 24h; Biginelli Pyrimidone Synthesis; | 67% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
3,5-bis<β-(4-hydroxy-3-methoxyphenyl)ethyl>pyrazole
Conditions | Yield |
---|---|
With hydrazine hydrate; acetic acid In ethanol; butan-1-ol at 60℃; for 24h; | 65% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
2-amino-5-nitrobenzophenone
1-(2-(4-hydroxy-3-methoxyphenethyl)-6-nitro-4-phenylquinolin-3-yl)-3-(4-hydroxy-3-methoxyphenyl)propan-1-one
Conditions | Yield |
---|---|
With trifluoroacetic acid at 100℃; for 2h; | 65% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
3-nitro-benzaldehyde
urea
C29H29N3O8
Conditions | Yield |
---|---|
Stage #1: 3-nitro-benzaldehyde; urea With copper(ll) sulfate pentahydrate In ethanol at 80℃; for 0.25h; Biginelli Pyrimidone Synthesis; Stage #2: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione In ethanol at 80℃; for 24h; Biginelli Pyrimidone Synthesis; | 59% |
Conditions | Yield |
---|---|
Stage #1: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione; 4-methoxy-benzaldehyde With toluene-4-sulfonic acid In ethanol at 80℃; for 0.333333h; Hantzsch Dihydropyridine Synthesis; Molecular sieve; Stage #2: With ammonium acetate In ethanol at 80℃; for 24h; Hantzsch Dihydropyridine Synthesis; Molecular sieve; | A 10% B 54% |
1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione
Conditions | Yield |
---|---|
Stage #1: 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione With sodium methylate In methanol at 0℃; for 1h; Stage #2: [iridium(III)(μ-chloro)(2-phenylpyridine)2]2 In methanol for 24h; Reflux; | 54% |
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