Tanshinone IIA supplier | CasNO.568-72-9

: 17545-07-2, 35825-57-1
(+/-)-cryptotanshinone

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 20℃;	95%

: 35825-57-1
Cryptotanshinone

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 25℃; for 42h;	91%

: C25H22O4

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen In tetrahydrofuran	40%

: methyl 2-(1-methoxycarbonyl-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-4-methylfuran-3- carboxylate

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
With sodium In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;	40%

: 18238-29-4
6,6-dimethyl-1-vinylcyclohex-1-ene

: 113297-21-5
4,5-dihydro-3-methylbenzo[1,2-b]furan-4,5-dione

A: 568-72-9
tanshinone IIA

B: 118950-00-8
3,8,8-Trimethyl-8,9,10,11-tetrahydro-phenanthro[4,3-b]furan-4,5-dione

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone 1) neat, ultrasound, 45 deg C, 2h, (or benzene, 12h, reflux), 2) benzene, 12h, reflux; Yield given. Multistep reaction. Yields of byproduct given;
Yield given. Multistep reaction. Yields of byproduct given;
With 2,3-dicyano-5,6-dichloro-p-benzoquinone 1) benzene, reflux, 12h, (or ultrasonification, 45 deg C, 2h), 2) benzene, 12h, reflux; Yield given. Multistep reaction. Yields of byproduct given;

...Expand

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 1.) n-BuLi, TMEDA / 1.) hexane, 45 deg C, 30 min, 2.) THF, 55-60 deg C, 20 h 2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C 3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C 4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h 5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 10: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 10 steps
1: 1.) n-BuLi, TMEDA / 1.) hexane, 45 deg C, 30 min, 2.) THF, 55-60 deg C, 20 h
2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C
3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C
4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
10: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 578-57-4
2-bromoanisole

BBr3: BBr3

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 93 percent / PdCl2(dppf) / tetrahydrofuran / 15 h / Heating 2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C 3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C 4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h 5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 10: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 10 steps
1: 93 percent / PdCl2(dppf) / tetrahydrofuran / 15 h / Heating
2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C
3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C
4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
10: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 171979-69-4
5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-1-ol

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h 2: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 3: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 4: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 5: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 6: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 7: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
2: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
3: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
4: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
5: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
6: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
7: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 33214-70-9
1,1-dimethyl-5-methoxytetralin

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 8 steps 1: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C 2: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h 3: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 4: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 5: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 6: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 7: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 8: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 8 steps
1: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C
2: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
3: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
4: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
5: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
6: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
7: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
8: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 100-66-3
methoxybenzene

2-chloro-decalin: 2-chloro-decalin

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 1.) n-BuLi, TMEDA / 1.) hexane, 45 deg C, 30 min, 2.) THF, 55-60 deg C, 20 h 2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C 3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C 4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h 5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 10: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 10 steps
1: 1.) n-BuLi, TMEDA / 1.) hexane, 45 deg C, 30 min, 2.) THF, 55-60 deg C, 20 h
2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C
3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C
4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
10: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 4-methylpent-3-enylzinc(II) bromide

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 10 steps 1: 93 percent / PdCl2(dppf) / tetrahydrofuran / 15 h / Heating 2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C 3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C 4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h 5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 10: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 10 steps
1: 93 percent / PdCl2(dppf) / tetrahydrofuran / 15 h / Heating
2: 97 percent / AlCl3 / CH2Cl2 / 0.25 h / 0 °C
3: 95 percent / BBr3 / CH2Cl2 / 4 h / -78 - 25 °C
4: 87 percent / DMAP / pyridine / 1.) 0 deg C -> 25 deg C, 1 h, 2.) 25 deg C, 48 h
5: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
6: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
7: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
8: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
9: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
10: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 109664-02-0
5,6,7,8-tetrahydro-3-hydroxy-2-[(1R)-2-hydroxy-1-methylethyl]-8,8-dimethyl-1,4-phenanthrenedione

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 2: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

: 171979-71-8
1,1-dimethyl-5-tetralyl trifluoromethanesulfonate

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr 2: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h 3: 64 percent / benzene / 24 h / Ambient temperature; Irradiation 4: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 5: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 6: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

Yield

Multi-step reaction with 6 steps
1: 71 percent / LiCl, 4A sieves, Me4Sn, 2,6-di-tert-butylhydroxytoluene / PdCl2(dppf) / dimethylformamide / 12 h / 90 °C / 2585.7 Torr
2: 1.) LiHMDS, 2,2,2-trifluoroethyl trifluoroacetate, 2.) MsN3, Et3N / 1.) THF, -78 deg C, 45 min, 2.) MeCN, H2O, 25 deg C, 6 h
3: 64 percent / benzene / 24 h / Ambient temperature; Irradiation
4: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C
5: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C
6: 91 percent / DDQ / benzene / 42 h / 25 °C
View Scheme

: 171979-72-9
3-((S)-1-((tert-butyldimethylsilyl)oxy)-2-propyl)-7,7-dimethyl-4-hydroxy-2-((triisopropylsilyl)oxy)-7,8,9,10-tetrahydrophenanthrene

: 568-72-9
tanshinone IIA

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 84 percent / n-Bu4NF, O2 / tetrahydrofuran / 40 h / 25 °C 2: 100 percent / conc. H2SO4 / ethanol / 0.75 h / 25 °C 3: 91 percent / DDQ / benzene / 42 h / 25 °C View Scheme

: 568-72-9
tanshinone IIA

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 1,6,6-trimethyl-6,7,8,9,10,11-hexahydro-10,11-dioxophenanthro[1,2-b]furan-2-carbaldehyde

Conditions

Conditions	Yield
With trichlorophosphate at 20℃; for 2h;	100%
With trichlorophosphate at 20℃; for 2.5h; Vilsmeier-Haack Formylation;	97.3%
With trichlorophosphate at 70 - 80℃; for 2h;	67%

: 568-72-9
tanshinone IIA

: 2-iodo-10,11-dioxo-1,6,6-trimethyl-6,7,8,9,10,11-hexahydro-phenanthro[1,2-b]furan

Conditions

Conditions	Yield
With potassium iodate; acetic acid; potassium iodide In water at 80℃; for 1h;	98.99%
With N-iodo-succinimide; acetic acid In dichloromethane at -40℃; for 6h;

: 568-72-9
tanshinone IIA

: sodium 1,6,6-trimethyl-10,11-dioxo-8,9-dihydro-7Hnaphtho[1,2-g][1]benzofuran-2-sulfonate

Conditions

Conditions	Yield
With sodium hydrogen sulfate; acetic anhydride; 1,4,7,10-tetraoxa-15-azacyclopentadecane at 20℃; for 1h; Reagent/catalyst; Temperature; Green chemistry;	96%
Stage #1: tanshinone-IIA With sulfur trioxide-N,N-dimethylformamide complex In N,N-dimethyl-formamide at 100℃; Stage #2: With sodium hydroxide In ethanol; water pH=7.5 - 9; Reagent/catalyst; Solvent; Temperature;	93%
Stage #1: tanshinone-IIA With sulfuric acid; acetic anhydride; acetic acid In dichloromethane at 25℃; for 0.0666667h; Stage #2: With sodium chloride In dichloromethane; water; Petroleum ether for 0.0833333h; Temperature;	72.6%
Stage #1: tanshinone-IIA With sulfuric acid; acetic anhydride; acetic acid at 25℃; Stage #2: With sodium chloride In water Product distribution / selectivity;
Stage #1: tanshinone-IIA With sulfuric acid; acetic anhydride; acetic acid In dichloromethane Flow reactor; Heating; Stage #2: With sodium chloride

: 568-72-9
tanshinone IIA

: 65-85-0
benzoic acid

: 1392502-49-6
1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl benzoate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	95%

: 568-72-9
tanshinone IIA

: 333-27-7
methyl trifluoromethanesulfonate

: 120727-43-7
10,11-Dimethoxy-1,6,6-trimethyl-6,7,8,9-tetrahydro-phenanthro[1,2-b]furan

Conditions

Conditions	Yield
Stage #1: tanshinone-IIA In tetrahydrofuran at -30℃; for 0.0833333h; Stage #2: methyl trifluoromethanesulfonate In tetrahydrofuran for 0.5h;	95%

: 4530-20-5
BOC-glycine

: 568-72-9
tanshinone IIA

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl 2-((tert-butoxycarbonyl)amino)acetate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	92%

: 568-72-9
tanshinone IIA

: 99-94-5
p-Toluic acid

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl 4-methylbenzoate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	92%

: 568-72-9
tanshinone IIA

: 802294-64-0
propionic acid

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl propionate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Reagent/catalyst; Solvent; Sealed tube; regioselective reaction;	91%

: 568-72-9
tanshinone IIA

: 1759-53-1
cyclopropanecarboxylic acid

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl cyclopropanecarboxylate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	90%

: 568-72-9
tanshinone IIA

: 579-75-9
2-Methoxybenzoic acid

: 1392502-51-0
1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl 2-methoxybenzoate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	90%

: 568-72-9
tanshinone IIA

: 108-24-7
acetic anhydride

: 98796-69-1
10,11-Diacetoxy-1,6,6-trimethyl-6,7,8,9-tetrahydro-phenanthro[1,2-b]furan

Conditions

Conditions	Yield
Stage #1: tanshinone-IIA With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 15 - 25℃; Stage #2: acetic anhydride With pyridine In tetrahydrofuran at 15 - 25℃; for 3h;	90%

: 50-00-0
formaldehyd

: 1151904-84-5
4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate hydrochloride

: 568-72-9
tanshinone IIA

: C29H29NO5S

Conditions

Conditions	Yield
With zinc diacetate In dimethyl sulfoxide at 60℃; for 24h;	89%

...Expand

: 50-00-0
formaldehyd

: 841-77-0
diphenylmethylpiperazine

: 568-72-9
tanshinone IIA

: C37H38N2O3

Conditions

Conditions	Yield
With zinc diacetate; acetic acid In chloroform Reflux; Inert atmosphere;	89%

...Expand

: 568-72-9
tanshinone IIA

: 107-92-6
butyric acid

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl butyrate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	88%

: 568-72-9
tanshinone IIA

: 61077-78-9
6,7,8,9-tetrahydro-1,6,6-trimethylfuronaphth<2,1-e>oxepine-10,12-dione

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid In water; benzene at 25℃; for 8h;	86%
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 1h;	21%

: 568-72-9
tanshinone IIA

: 64-19-7
acetic acid

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl acetate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical at 120℃; for 24h; Sealed tube; regioselective reaction;	85%

: 568-72-9
tanshinone IIA

: 62-53-3
aniline

: C25H19NO3

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In toluene at 120℃; for 48h; Sealed tube;	85%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In toluene at 120℃; for 48h;	85%

: 527-72-0
2-thiophenylcarboxylic acid

: 568-72-9
tanshinone IIA

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl thiophene-2-carboxylate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	81%

: 120-72-9
indole

: 568-72-9
tanshinone IIA

: C35H30N2O2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 50℃; for 72h;	81%

: 108-55-4
glutaric anhydride,

: 568-72-9
tanshinone IIA

: C24H24O5

Conditions

Conditions	Yield
With dmap; iron In tetrahydrofuran for 6h; Reflux; Inert atmosphere;	81%

: 568-72-9
tanshinone IIA

: 120727-39-1
2-bromo-10,11-dioxo-1,6,6-trimethyl-6,7,8,9,10,11-hexahydro-phenanthro[1,2-b]furan

Conditions

Conditions	Yield
With bromine; acetic acid at 20℃; for 4h;	80%
With bromine In tetrachloromethane at 20℃; for 0.333333h;
With N-Bromosuccinimide; acetic acid at 20℃; for 6h;
With hydrogen bromide; bromine In dichloromethane at 20℃; for 0.5h; Darkness;

: 568-72-9
tanshinone IIA

: 142-62-1
hexanoic acid

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl hexanoate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	80%

: 568-72-9
tanshinone IIA

: 93-09-4
naphthalene-2-carboxylate

: 1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl 2-naphthoate

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;	80%

: 568-72-9
tanshinone IIA

: 106-40-1
4-bromo-aniline

: C25H18BrNO3

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In toluene at 120℃; for 48h;	80%

: 568-72-9
tanshinone IIA

: 105-39-5
chloroacetic acid ethyl ester

: 1,6,6-trimethyl-6,7,8,9,10,11-hexahydro-10,11-dioxophenanthro[1,2-b]furan-2-acetic acid ethyl ester

Conditions

Conditions	Yield
With zirconium(IV) chloride In dichloromethane Reflux;	79%

: 399-51-9
6-fluoro-1H-indole

: 568-72-9
tanshinone IIA

: C35H28F2N2O2

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In acetonitrile at 50℃; for 72h;	79%

: 568-72-9
tanshinone IIA

: 108-95-2
phenol

: C25H22O4

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 36h; Reagent/catalyst; Solvent; Sealed tube; regioselective reaction;	78%

: 568-72-9
tanshinone IIA

: 2,2-difluoro-3,3-dihydroxy-8,8-dimethyl-2,3,5,6,7,8-hexahydrophenanthrene-1,4-dione

Conditions

Conditions	Yield
With Selectfluor In water; acetonitrile at 80℃; for 12h; Reagent/catalyst; Solvent; Sealed tube;	77%
With Selectfluor In water; acetonitrile at 80℃; for 12h;	77%

Product Name

Tanshinone IIA

Synthetic route

Tanshinone IIA Chemical Properties

Tanshinone IIA Specification

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