Product Name

  • Name

    WEDELOLACTONE

  • EINECS 200-158-5
  • CAS No. 524-12-9
  • Article Data9
  • CAS DataBase
  • Density 1.655 g/cm3
  • Solubility DMSO: 14 mg/mL, soluble
  • Melting Point 327～330℃
  • Formula C16H10O7
  • Boiling Point 498.4 °C at 760 mmHg
  • Molecular Weight 314.251
  • Flash Point 255.2 °C
  • Transport Information
  • Appearance brown-beige solid
  • Safety 36/37
  • Risk Codes 22-43
  • Molecular Structure Molecular Structure of 524-12-9 (WEDELOLACTONE)
  • Hazard Symbols HarmfulXn
  • Synonyms Wedelolactone;
  • PSA 113.27000
  • LogP 2.81780

Synthetic route

2-(2,6-dihydroxy-4-methoxy-phenyl)-5,6-dihydroxy-benzofuran-3-carboxylic acid methyl ester
627489-05-8

2-(2,6-dihydroxy-4-methoxy-phenyl)-5,6-dihydroxy-benzofuran-3-carboxylic acid methyl ester

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
With sulfuric acid; acetic acid In water at 50℃; for 1h;93%
1-hydroxy-3-methoxy-8,9-diisopropyloxy-benzo[4,5]furo[3,2-c]chromen-6-one
1023744-97-9

1-hydroxy-3-methoxy-8,9-diisopropyloxy-benzo[4,5]furo[3,2-c]chromen-6-one

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
With boron trichloride In dichloromethane at 0℃;87%
1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one
115623-32-0

1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In 1,4-dioxane Product distribution; 2nd step of purification of 9 (wedelolactone);82%
With boron trichloride In dichloromethane at 0℃; Inert atmosphere;81%
4,5-dihydroxy-7-methoxy coumarin
67964-24-3

4,5-dihydroxy-7-methoxy coumarin

benzene-1,2-diol
120-80-9

benzene-1,2-diol

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
With sodium acetate; potassium hexacyanoferrate(III) In water; acetone for 2h; Ambient temperature;25%
With ascorbic acid 1.) tyrosinase, pH=6.8, r.t., 1 h; Yield given. Multistep reaction;
tri-O-methyl-wedelolactone

tri-O-methyl-wedelolactone

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
With hydrogen iodide
3,4-dibenzyloxybenzaldehyde
5447-02-9

3,4-dibenzyloxybenzaldehyde

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: m-chloroperbenzoic acid / CH2Cl2; H2O / 15 h / 20 °C
1.2: 90 percent / K2CO3 / methanol / 0.5 h / 25 °C
2.1: 99 percent / Et3N / tetrahydrofuran / 2 h / 25 °C
3.1: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C
4.1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
5.1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
6.1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
7.1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
8.1: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
Multi-step reaction with 8 steps
1.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 15 h / 20 °C
1.2: 0.5 h / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
2.2: 20 °C
3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C
4.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
6.1: potassium carbonate / N,N-dimethyl-formamide
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
8.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
3,4-dibenzyloxyphenol
27688-86-4

3,4-dibenzyloxyphenol

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 99 percent / Et3N / tetrahydrofuran / 2 h / 25 °C
2: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C
3: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
4: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
5: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
6: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
7: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 20 °C
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C
3.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere
4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
5.1: potassium carbonate / N,N-dimethyl-formamide
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
7.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
3,4-Dibenzyloxyphenyl-acetat
27688-85-3

3,4-Dibenzyloxyphenyl-acetat

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C
2: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
3: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
4: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
5: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
6: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
2,6-bis(benzyloxy)-4-methoxybenzaldehyde
91360-58-6

2,6-bis(benzyloxy)-4-methoxybenzaldehyde

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: t-BuOK / tetrahydrofuran / 0.5 h / 0 °C
1.2: 75 percent / t-BuOK / tetrahydrofuran / 0 - 25 °C
2.1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
3.1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
4.1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
5.1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
6.1: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 94 percent / K2CO3; n-Bu4NI / acetone / 24 h / Heating
2.1: m-chloroperbenzoic acid / CH2Cl2; H2O / 15 h / 20 °C
2.2: 90 percent / K2CO3 / methanol / 0.5 h / 25 °C
3.1: 99 percent / Et3N / tetrahydrofuran / 2 h / 25 °C
4.1: 94 percent / N-iodosuccinimide; trifluoroacetic acid / acetonitrile / 12 h / 40 °C
5.1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
6.1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
7.1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
8.1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
9.1: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
Multi-step reaction with 9 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 20 °C
2.1: 3-chloro-benzenecarboperoxoic acid / water; dichloromethane / 15 h / 20 °C
2.2: 0.5 h / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
3.2: 20 °C
4.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C
5.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere
6.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
7.1: potassium carbonate / N,N-dimethyl-formamide
8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
9.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
1,3-Bis-benzyloxy-2-ethynyl-5-methoxy-benzene
627489-10-5

1,3-Bis-benzyloxy-2-ethynyl-5-methoxy-benzene

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
2: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
3: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
4: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
5: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
acetic acid 4,5-bis-benzyloxy-2-iodo-phenyl ester
627489-15-0

acetic acid 4,5-bis-benzyloxy-2-iodo-phenyl ester

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / CuI; Et3N / PdCl2(PPh3)2 / acetonitrile / 12 h / 25 °C
2: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
3: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
4: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
5: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
4,5-bis-benzyloxy-2-(2,6-bis-benzyloxy-4-methoxy-phenylethynyl)-phenol
344303-12-4

4,5-bis-benzyloxy-2-(2,6-bis-benzyloxy-4-methoxy-phenylethynyl)-phenol

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
2: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
3: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
acetic acid 4,5-bis-benzyloxy-2-(2,6-bis-benzyloxy-4-methoxy-phenylethynyl)-phenyl ester
627489-61-6

acetic acid 4,5-bis-benzyloxy-2-(2,6-bis-benzyloxy-4-methoxy-phenylethynyl)-phenyl ester

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 98 percent / hydrazine monohydrate / tetrahydrofuran / 2 h / 25 °C
2: 87 percent / thiourea; Cs2CO3; CBr4 / PdI2 / tetrahydrofuran / 2 h / 50 °C
3: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
4: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
5,6-bis-benzyloxy-2-(2,6-bis-benzyloxy-4-methoxy-phenyl)-benzofuran-3-carboxylic acid methyl ester
344303-15-7

5,6-bis-benzyloxy-2-(2,6-bis-benzyloxy-4-methoxy-phenyl)-benzofuran-3-carboxylic acid methyl ester

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / H2 / Pd/C / ethyl acetate / 24 h / 25 °C
2: 93 percent / AcOH; H2SO4 / H2O / 1 h / 50 °C
View Scheme
3,5-dihydroxyphenol
108-73-6

3,5-dihydroxyphenol

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride / diethyl ether / 2 h
2: hydrogenchloride / 1 h / Heating
3: sodium carbonate / water / 1 h / 80 °C
4: ascorbic acid / 1.) tyrosinase, pH=6.8, r.t., 1 h
View Scheme
Multi-step reaction with 8 steps
1.1: zinc(II) chloride / 2 h / 100 °C
2.1: potassium carbonate / acetone / 1 h / 90 °C
2.2: 1.5 h / 90 °C
3.1: bromine / dichloromethane / 8 h / 0 - 10 °C
3.2: 1 h / 20 °C
4.1: potassium carbonate / acetone / 56 °C
5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
6.1: potassium carbonate / N,N-dimethyl-formamide
7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
8.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
4-amino-5,7-dihydroxycoumarin
162888-73-5

4-amino-5,7-dihydroxycoumarin

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / 1 h / Heating
2: sodium carbonate / water / 1 h / 80 °C
3: ascorbic acid / 1.) tyrosinase, pH=6.8, r.t., 1 h
View Scheme
4,5,7-trihydroxycoumarin
17575-26-7

4,5,7-trihydroxycoumarin

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium carbonate / water / 1 h / 80 °C
2: ascorbic acid / 1.) tyrosinase, pH=6.8, r.t., 1 h
View Scheme
5-(benzyloxy)-3-(4,5-bis(benzyloxy)-2-((4-methoxybenzyl)oxy)phenyl)-7-methoxy-2-chromenone

5-(benzyloxy)-3-(4,5-bis(benzyloxy)-2-((4-methoxybenzyl)oxy)phenyl)-7-methoxy-2-chromenone

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
2: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
C34H37BO6

C34H37BO6

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
4: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
1,2-dibenzyloxy-4-(p-methoxybenzyl)oxybenzene

1,2-dibenzyloxy-4-(p-methoxybenzyl)oxybenzene

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: N-Bromosuccinimide / N,N-dimethyl-formamide / 4.5 h / 0 - 20 °C
2: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere
3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
4: potassium carbonate / N,N-dimethyl-formamide
5: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
6: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
1,2-dibenzyloxy-4-bromo-5-(p-methoxybenzyl)oxybenzene

1,2-dibenzyloxy-4-bromo-5-(p-methoxybenzyl)oxybenzene

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine; bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 80 °C / Inert atmosphere
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
5: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
5,7-dihydroxy-2H-chromen-2-one
2732-18-5

5,7-dihydroxy-2H-chromen-2-one

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: potassium carbonate / acetone / 1 h / 90 °C
1.2: 1.5 h / 90 °C
2.1: bromine / dichloromethane / 8 h / 0 - 10 °C
2.2: 1 h / 20 °C
3.1: potassium carbonate / acetone / 56 °C
4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
5.1: potassium carbonate / N,N-dimethyl-formamide
6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
7.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
5,7-diacetoxyl-2-chromenone
21524-17-4

5,7-diacetoxyl-2-chromenone

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: bromine / dichloromethane / 8 h / 0 - 10 °C
1.2: 1 h / 20 °C
2.1: potassium carbonate / acetone / 56 °C
3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
4.1: potassium carbonate / N,N-dimethyl-formamide
5.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
6.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
3-bromo-5,7-diacetoxyl-2-chromenone
1023744-89-9

3-bromo-5,7-diacetoxyl-2-chromenone

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: potassium carbonate / acetone / 56 °C
2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
3: potassium carbonate / N,N-dimethyl-formamide
4: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
5: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
3-bromo-5-benzyloxy-7-acetoxyl-2-chromenone

3-bromo-5-benzyloxy-7-acetoxyl-2-chromenone

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / water; tetrahydrofuran / 12 h / 90 °C / Inert atmosphere
2: potassium carbonate / N,N-dimethyl-formamide
3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
4: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
5-(benzyloxy)-3-(4,5-bis(benzyloxy)-2-((4-methoxybenzyl)oxy)phenyl)-7-hydroxy-2-chromenone

5-(benzyloxy)-3-(4,5-bis(benzyloxy)-2-((4-methoxybenzyl)oxy)phenyl)-7-hydroxy-2-chromenone

wedelolactone
524-12-9

wedelolactone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / N,N-dimethyl-formamide
2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 24 h / Reflux
3: boron trichloride / dichloromethane / 0 °C / Inert atmosphere
View Scheme
wedelolactone
524-12-9

wedelolactone

benzyl chloride
100-44-7

benzyl chloride

1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one
115623-32-0

1,8,9-tris(benzyloxy)-3-methoxy-6H-benzofuro[3,2-c]chromen-6-one

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 0.833333h; Heating;29%
wedelolactone
524-12-9

wedelolactone

acetyl chloride
75-36-5

acetyl chloride

wedelolactone triacetate
6468-54-8

wedelolactone triacetate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 25℃; for 2h;

Wedelolactone Specification

The CAS register number of Wedelolactone is 524-12-9. It also can be called as 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 1,8,9-trihydroxy-3-methoxy- and the IUPAC name about this chemical is 1,8,9-trihydroxy-3-methoxy-[1]benzofuro[3,2-c]chromen-6-one. The molecular formula about this chemical is C16H10O7 and the molecular weight is 314.25. This chemical is a antihepatotoxic coumestan from Eclipta prostrata and Wedelia calendulacea (both Asteraceae).

Physical properties about Wedelolactone are: (1)ACD/LogP: 2.75; (2)ACD/LogD (pH 5.5): 2.75; (3)ACD/LogD (pH 7.4): 2.45; (4)ACD/BCF (pH 5.5): 71.87; (5)ACD/BCF (pH 7.4): 36.36; (6)ACD/KOC (pH 5.5): 739.81; (7)ACD/KOC (pH 7.4): 374.29; (8)#H bond acceptors: 7; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 76.36Å2; (12)Index of Refraction: 1.758; (13)Molar Refractivity: 77.99 cm3; (14)Molar Volume: 189.8 cm3; (15)Polarizability: 30.92x10-24cm3; (16)Surface Tension: 83.8 dyne/cm; (17)Enthalpy of Vaporization: 79.57 kJ/mol; (18)Boiling Point: 498.4 °C at 760 mmHg; (19)Vapour Pressure: 1.48E-10 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,8,9-tris-benzyloxy-3-methoxy-benzo[4,5]furo[3,2-c]chromen-6-one. This reaction will need reagent hydrogen, catalyst Pd(C) and solvent dioxane. The objective of this reaction is product distribution. This reaction also needs 2nd step of purification of 9 (wedelolactone). The yield is about 82%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and it may cause sensitization by skin contact. When you are using it, wear suitable protective clothing and gloves.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C3Oc4cc(OC)cc(O)c4c2oc1c(cc(O)c(O)c1)c23
(2)InChI: InChI=1/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
(3)InChIKey: XQDCKJKKMFWXGB-UHFFFAOYAT
(4)Std. InChI: InChI=1S/C16H10O7/c1-21-6-2-10(19)14-12(3-6)23-16(20)13-7-4-8(17)9(18)5-11(7)22-15(13)14/h2-5,17-19H,1H3
(5)Std. InChIKey: XQDCKJKKMFWXGB-UHFFFAOYSA-N

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