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Factory supply Salvia Extract with Tanshinone IIA & Salvianolic Acid B
Cas No: 568-72-9
USD $ 13.0-14.0 / Kilogram 25 Kilogram 100 Metric Ton/Year Guang'an Hongyi Bio-technology Co., Ltd Contact Supplier
Herb Medicine Salvia Miltiorrhiza Extract Tanshinone IIA Powder CAS:568-72-9
Cas No: 568-72-9
USD $ 286.0-300.0 / Kilogram 1 Kilogram 10000 Kilogram/Month Baoji Guokang Healthchem co.,ltd Contact Supplier
E-0021 Tanshinone II A
Cas No: 568-72-9
No Data No Data Metric Ton/Day shanghai Tauto Biotech Co., Ltd Contact Supplier
Tanshinone IIA Manufacturer/High quality/Best price/In stock
Cas No: 568-72-9
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Tanshinone IIA 5%, 10%, 50%, 98% Salvia Miltiorrhiza Extract
Cas No: 568-72-9
USD $ 500.0-1200.0 / Kilogram 1 Kilogram 20 Metric Ton/Month Sinoway Industrial Co., Ltd. Contact Supplier
High quality Tanshinone Iia supplier in China
Cas No: 568-72-9
No Data No Data Metric Ton/Day Simagchem Corporation Contact Supplier
Total tanshinones 98% CAS.no: 568-72-9 extract powder from red sage root
Cas No: 568-72-9
USD $ 6.0-700.0 / Kilogram 1 Kilogram 1 Metric Ton/Day Kono Chem Co.,Ltd Contact Supplier
Natural Danshen extract Tanshinone IIA Cas 568-72-9 with high quality
Cas No: 568-72-9
No Data 10 Gram 20 Kilogram/Month Wuhan Fortuna Chemical Co.,Ltd Contact Supplier
Natural Extract 98% Tanshinone IIA 568-72-9 HACCP Manufacturer
Cas No: 568-72-9
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
Factory Supply Salvia Miltiorrhiza Extract, Danshen Root Extract Tanshinone IIA
Cas No: 568-72-9
No Data 1 1 Ality Chemical Corporation Contact Supplier

568-72-9 Usage

Cytotoxicity

IC50 (μg/mL): 0.59 (A549), 0.81 (TOV-21G) and 1.9 (MIAPaCa-2), NS (MV-3)(Chang et al. 2013; Fronza et al. 2011).IC50 (μg/mL): 2.97 (HeLa), 2.71 (KB-3-1),>2.94 (NCI-H460), 2.62 (PC3), 2.94(MCF-7), 1.62 (K562)(Wu et al. 2014)

Uses

antineoplastic, bone resorption inhibitor, antiproliferative, apoptosis inducer

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 1522, 1989 DOI: 10.1021/ja00186a070

Chemical Properties

Orange powder
InChI:InChI=1/C19H20O3/c1-10-9-22-18-12-6-7-13-11(5-4-8-19(13,2)3)15(12)17(21)16(20)14(10)18/h6-7,10H,4-5,8-9H2,1-3H3

568-72-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (T2987)  Tanshinone IIA  >97.0%(HPLC) 568-72-9 10mg 730.00CNY Detail
TCI America (T2987)  Tanshinone IIA  >97.0%(HPLC) 568-72-9 50mg 2,430.00CNY Detail
Sigma-Aldrich (Y0001560)  Tanshinone IIA  European Pharmacopoeia (EP) Reference Standard 568-72-9 Y0001560 1,880.19CNY Detail

568-72-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Tanshinone IIA

1.2 Other means of identification

Product number -
Other names Tanshinone II

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:568-72-9 SDS

568-72-9Synthetic route

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

(+/-)-cryptotanshinone

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 20℃;95%
Cryptotanshinone
35825-57-1

Cryptotanshinone

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In benzene at 25℃; for 42h;91%
C25H22O4

C25H22O4

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In tetrahydrofuran40%
methyl 2-(1-methoxycarbonyl-5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-2-yl)-4-methylfuran-3- carboxylate

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

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
With sodium In tetrahydrofuran at 50℃; for 1h; Inert atmosphere;40%
6,6-dimethyl-1-vinylcyclohex-1-ene
18238-29-4

6,6-dimethyl-1-vinylcyclohex-1-ene

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

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

A

tanshinone IIA
568-72-9

tanshinone IIA

B

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

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

Conditions
ConditionsYield
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;
1-bromo-4-methylpent-3-ene
2270-59-9

1-bromo-4-methylpent-3-ene

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
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
2-bromoanisole
578-57-4

2-bromoanisole

BBr3

BBr3

tanshinone IIA
568-72-9

tanshinone IIA

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

5,5-dimethyl-5,6,7,8-tetrahydronaphthalen-1-ol

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
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
1,1-dimethyl-5-methoxytetralin
33214-70-9

1,1-dimethyl-5-methoxytetralin

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
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
methoxybenzene
100-66-3

methoxybenzene

2-chloro-decalin

2-chloro-decalin

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
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

4-methylpent-3-enylzinc(II) bromide

tanshinone IIA
568-72-9

tanshinone IIA

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

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

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
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
1,1-dimethyl-5-tetralyl trifluoromethanesulfonate
171979-71-8

1,1-dimethyl-5-tetralyl trifluoromethanesulfonate

tanshinone IIA
568-72-9

tanshinone IIA

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

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

tanshinone IIA
568-72-9

tanshinone IIA

Conditions
ConditionsYield
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
tanshinone IIA
568-72-9

tanshinone IIA

N,N-dimethyl-formamide
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

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

Conditions
ConditionsYield
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%
tanshinone IIA
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

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

Conditions
ConditionsYield
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;
tanshinone IIA
568-72-9

tanshinone IIA

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

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

Conditions
ConditionsYield
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
tanshinone IIA
568-72-9

tanshinone IIA

benzoic acid
65-85-0

benzoic acid

1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl benzoate
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
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;95%
tanshinone IIA
568-72-9

tanshinone IIA

methyl trifluoromethanesulfonate
333-27-7

methyl trifluoromethanesulfonate

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

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

Conditions
ConditionsYield
Stage #1: tanshinone-IIA In tetrahydrofuran at -30℃; for 0.0833333h;
Stage #2: methyl trifluoromethanesulfonate In tetrahydrofuran for 0.5h;
95%
BOC-glycine
4530-20-5

BOC-glycine

tanshinone IIA
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

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
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;92%
tanshinone IIA
568-72-9

tanshinone IIA

p-Toluic acid
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;92%
tanshinone IIA
568-72-9

tanshinone IIA

propionic acid
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Reagent/catalyst; Solvent; Sealed tube; regioselective reaction;91%
tanshinone IIA
568-72-9

tanshinone IIA

cyclopropanecarboxylic acid
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;90%
tanshinone IIA
568-72-9

tanshinone IIA

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

1,6,6-trimethyl-10,11-dioxo-6,7,8,9,10,11-hexahydrophenanthro[1,2-b]furan-9-yl 2-methoxybenzoate
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
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;90%
tanshinone IIA
568-72-9

tanshinone IIA

acetic anhydride
108-24-7

acetic anhydride

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

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

Conditions
ConditionsYield
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%
formaldehyd
50-00-0

formaldehyd

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

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

tanshinone IIA
568-72-9

tanshinone IIA

C29H29NO5S

C29H29NO5S

Conditions
ConditionsYield
With zinc diacetate In dimethyl sulfoxide at 60℃; for 24h;89%
formaldehyd
50-00-0

formaldehyd

diphenylmethylpiperazine
841-77-0

diphenylmethylpiperazine

tanshinone IIA
568-72-9

tanshinone IIA

C37H38N2O3

C37H38N2O3

Conditions
ConditionsYield
With zinc diacetate; acetic acid In chloroform Reflux; Inert atmosphere;89%
tanshinone IIA
568-72-9

tanshinone IIA

butyric acid
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;88%
tanshinone IIA
568-72-9

tanshinone IIA

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

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

Conditions
ConditionsYield
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%
tanshinone IIA
568-72-9

tanshinone IIA

acetic acid
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical at 120℃; for 24h; Sealed tube; regioselective reaction;85%
tanshinone IIA
568-72-9

tanshinone IIA

aniline
62-53-3

aniline

C25H19NO3

C25H19NO3

Conditions
ConditionsYield
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%
2-thiophenylcarboxylic acid
527-72-0

2-thiophenylcarboxylic acid

tanshinone IIA
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;81%
indole
120-72-9

indole

tanshinone IIA
568-72-9

tanshinone IIA

C35H30N2O2

C35H30N2O2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetonitrile at 50℃; for 72h;81%
glutaric anhydride,
108-55-4

glutaric anhydride,

tanshinone IIA
568-72-9

tanshinone IIA

C24H24O5

C24H24O5

Conditions
ConditionsYield
With dmap; iron In tetrahydrofuran for 6h; Reflux; Inert atmosphere;81%
tanshinone IIA
568-72-9

tanshinone IIA

2-bromo-10,11-dioxo-1,6,6-trimethyl-6,7,8,9,10,11-hexahydro-phenanthro[1,2-b]furan
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
ConditionsYield
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;
tanshinone IIA
568-72-9

tanshinone IIA

hexanoic acid
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;80%
tanshinone IIA
568-72-9

tanshinone IIA

naphthalene-2-carboxylate
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

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

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 24h; Sealed tube; regioselective reaction;80%
tanshinone IIA
568-72-9

tanshinone IIA

4-bromo-aniline
106-40-1

4-bromo-aniline

C25H18BrNO3

C25H18BrNO3

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In toluene at 120℃; for 48h;80%
tanshinone IIA
568-72-9

tanshinone IIA

chloroacetic acid ethyl ester
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

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

Conditions
ConditionsYield
With zirconium(IV) chloride In dichloromethane Reflux;79%
6-fluoro-1H-indole
399-51-9

6-fluoro-1H-indole

tanshinone IIA
568-72-9

tanshinone IIA

C35H28F2N2O2

C35H28F2N2O2

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetonitrile at 50℃; for 72h;79%
tanshinone IIA
568-72-9

tanshinone IIA

phenol
108-95-2

phenol

C25H22O4

C25H22O4

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In chlorobenzene at 120℃; for 36h; Reagent/catalyst; Solvent; Sealed tube; regioselective reaction;78%
tanshinone IIA
568-72-9

tanshinone IIA

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

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

Conditions
ConditionsYield
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%
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