2-[4-[(E)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethyl-ethanamine CAS:13002-65-8 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediat
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquiryShandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W
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inquiryJ&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiry2-[4-[(E)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine Application:2-[4-[(E)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamine
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inquiryAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China
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inquiryWe are committed to providing our customers with the best products and services at the most competitive prices.Appearance:Powder Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as primary and sec
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inquiry2-[4-[(E)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamineAppearance:ASK Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportation:By express (Door to door) such as FEDEX, DHL, EMS
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inquiryGood Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen
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inquiryfactory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin
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inquiryCompound sourcing ServicesAgency of testing serviceFactory audit serviceFounded in Dec. 1999, Nanjing Chemlin Chemical Industrial Co.,Ltd(CHEMLIN) has been covering the business scope from trading of chemicals to custom-synthesis & Manufacturing. Co
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inquiryUnited Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat
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inquiryThe system can just identify the products information in first sheet, it is not be permitted to add or edit new sheet by userself.Our products are required in MG to Gram only. · Pharmaceutical Reference Standards· Traceable workin
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inquiry2-[4-[(E)-1,2-diphenylbut-1-enyl]phenoxy]-N,N-dimethylethanamineAppearance:ASK Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportation:by air or by sea
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inquiryConditions | Yield |
---|---|
With potassium carbonate In ethanol; toluene at 80 - 85℃; for 3h; Inert atmosphere; | 97% |
With sodium ethanolate In ethanol for 24h; Heating; | 62% |
With sodium hydride 1.) DMF, 2.) 60 deg C, 30 min; Yield given. Multistep reaction; |
[2-(4-iodophenoxy)ethyl]dimethylamine
(Z)-2-(1,2-diphenylbut-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
(E)-tamoxifen
Conditions | Yield |
---|---|
With sodium hydroxide; bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran at 60℃; for 24h; Suzuki-Miyaura coupling; | 95% |
With sodium hydroxide; bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran at 60℃; for 24h; Suzuki-Miyaura coupling; | 95% |
iodobenzene
(Z)-1-(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-1-[4''-(2'''-dimethylaminoethoxy)phenyl]-2-phenyl-1-butene
(E)-tamoxifen
Conditions | Yield |
---|---|
With sodium hydroxide; bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran at 60℃; for 24h; | 75% |
(4-(2-(dimethylamino)ethoxy)phenyl)magnesium bromide
(E)-tamoxifen
Conditions | Yield |
---|---|
With N,N'-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene hydrochloride; palladium diacetate In tetrahydrofuran at 50℃; for 18h; Schlenk technique; Inert atmosphere; Sealed tube; stereoselective reaction; | 70% |
(E)-1,2-diphenyl-1-butene boronic acid
[2-(4-bromophenoxy)ethyl]dimethylamine
A
1,2-diphenyl-butan-1-one
B
tamoxifen
C
(E)-tamoxifen
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In 1,2-dimethoxyethane; water Suzuki-Miyaura cross-coupling; Heating; | A n/a B 65% C n/a |
N,N-dimethyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethanamine
(E)-tamoxifen
Conditions | Yield |
---|---|
Stage #1: (2R,3R)-2-ethyl-2,3-diphenyloxirane With N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium In diethyl ether; pentane at -78℃; for 0.25h; Stage #2: N,N-dimethyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethanamine In diethyl ether at 20 - 38℃; | 63% |
2-(dimethylamino)ethyl chloride
(E,Z)-4-(1,2-diphenylbut-1-en-1-yl)phenol
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; for 0.5h; | A 51% B 44% |
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 0.5h; |
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 1h; | A 39% B 37% |
(1-phenylpropyl)phosphonic acid di-o-tolyl ester
(4-(2-(dimethylamino)ethoxy)phenyl)(phenyl)methanone
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
Stage #1: (1-phenylpropyl)phosphonic acid di-o-tolyl ester With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: (4-(2-(dimethylamino)ethoxy)phenyl)(phenyl)methanone In tetrahydrofuran; hexane at -78℃; for 48h; Horner reaction; | A 28% B 12% |
tamoxifen
(E)-tamoxifen
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 4h; Heating; |
ICI 77949
(2-chloroethyl)dimethylamine hydrochloride
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
With sodium methylate; hydrogen cation Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
(1S,2R)-1-[4-(2-Dimethylamino-ethoxy)-phenyl]-1,2-diphenyl-butan-1-ol
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 0.333333h; Heating; Yield given; |
[2-(4-bromophenoxy)ethyl]dimethylamine
triethylaluminum
diphenyl acetylene
(E)-tamoxifen
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) 1.) hexane, toluene, 90 deg C, 24 h, 2.) THF, reflux, 24 h; Yield given. Multistep reaction; |
1-phenyl-1-butyne
[2-(4-iodophenoxy)ethyl]dimethylamine
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; 3,5-dimethoxyphenol; tetrakis(triphenylphosphine)platinum; trifluoroacetic acid; bis(pinacol)diborane 1.) DMF, 80 deg C, 2.) DME, 25 deg C, 18 h, 3.) 25 deg C, 18 h, 4.) CH2Cl2; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
1-phenyl-1-butyne
4-tolyl iodide
A
(E)-tamoxifen
B
(Z)-(1-(p-tolyl)but-1-ene-1,2-diyl)dibenzene
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; 3,5-dimethoxyphenol; tetrakis(triphenylphosphine)platinum; trifluoroacetic acid; bis(pinacol)diborane 1.) DMF, 80 deg C, 2.) DME, 25 deg C, 18 h, 3.) 25 deg C, 18 h, 4.) CH2Cl2, 10 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; 3,5-dimethoxyphenol; tetrakis(triphenylphosphine)platinum; Iodine monochloride; bis(pinacol)diborane 1.) DMF, 80 deg C, 2.) DME, 25 deg C, 18 h, 3.) 25 deg C, 18 h, 4.) CH2Cl2, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
Conditions | Yield |
---|---|
With sodium hydroxide; bis(tri-t-butylphosphine)palladium(0) In tetrahydrofuran at 60℃; for 24h; Product distribution; Further Variations:; Reagents; Suzuki-Miyaura coupling; |
(2-chloroethyl)dimethylamine hydrochloride
(E,Z)-4-(1,2-diphenylbut-1-en-1-yl)phenol
A
tamoxifen
B
(E)-tamoxifen
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 24h; Heating; Title compound not separated from byproducts; | |
Stage #1: 1-(4-hydroxyphenyl)-1,2-diphenylbut-1-ene With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Stage #2: (2-chloroethyl)dimethylamine hydrochloride With potassium iodide In tetrahydrofuran; mineral oil for 12h; Reflux; Overall yield = 80 %; Overall yield = 148.5 mg; Optical yield = 8.108 %de; |
diphenyl acetylene
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: tetrahydrofuran; dibutyl ether / 2 h / -10 °C 1.2: 51 percent / triisopropyl borate / tetrahydrofuran; dibutyl ether / -78 - 20 °C 2.1: sodium carbonate / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / Heating View Scheme |
(1-(4-methoxyphenyl)but-1-ene-1,2-diyl)dibenzene
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: BBr3 / CH2Cl2 / 5 h / -60 - 20 °C 2: EtONa / ethanol / 24 h / Heating View Scheme |
1-((Z)-1,2-Diphenyl-buta-1,3-dienyl)-4-methoxy-benzene
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aq. H2O2; N2H4*H2O / ethanol; CH2Cl2 / -60 - 20 °C 2: BBr3 / CH2Cl2 / 5 h / -60 - 20 °C 3: EtONa / ethanol / 24 h / Heating View Scheme |
1,1-bis(4',4',5',5'-tetramethyl-1',3',2'-dioxaborolan-2'-yl)-2-phenyl-1-butene
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 55 percent / Pd2(dba)3; P(t-Bu)3; aq. KOH / tetrahydrofuran / 5 h / 20 °C 2: 75 percent / Pd[P(t-Bu)3]2; aq. NaOH / tetrahydrofuran / 24 h / 60 °C View Scheme |
[2-(4-iodophenoxy)ethyl]dimethylamine
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 55 percent / Pd2(dba)3; P(t-Bu)3; aq. KOH / tetrahydrofuran / 5 h / 20 °C 2: 75 percent / Pd[P(t-Bu)3]2; aq. NaOH / tetrahydrofuran / 24 h / 60 °C View Scheme |
1-Phenyl-1-propanol
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 95 percent / PBr3 / CH2Cl2 / 20 °C 2.1: 120 h / 130 °C 2.2: 45 percent / NaOH / H2O / 20 °C 3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 3.2: 12 percent / tetrahydrofuran; hexane / 48 h / -78 °C View Scheme |
1-bromopropylbenzene
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 120 h / 130 °C 1.2: 45 percent / NaOH / H2O / 20 °C 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 12 percent / tetrahydrofuran; hexane / 48 h / -78 °C View Scheme |
4-Hydroxybenzophenone
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: 90 percent / sodium ethoxide / ethanol / 24 h / Heating 2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C 2.2: 12 percent / tetrahydrofuran; hexane / 48 h / -78 °C View Scheme |
iodobenzene
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 52 percent / diethyl ether; tetrahydrofuran / 16 h / 20 °C 2.1: BCl3 / CH2Cl2 / 5 h / -41 °C 2.2: 82 percent / Et3N / CH2Cl2 / 14 h / 20 °C 3.1: 95 percent / aq. NaOH / Pd[P(t-Bu)3]2 / tetrahydrofuran / 24 h / 60 °C View Scheme |
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 52 percent / diethyl ether; tetrahydrofuran / 16 h / 20 °C 2.1: BCl3 / CH2Cl2 / 5 h / -41 °C 2.2: 82 percent / Et3N / CH2Cl2 / 14 h / 20 °C 3.1: 95 percent / aq. NaOH / Pd[P(t-Bu)3]2 / tetrahydrofuran / 24 h / 60 °C View Scheme |
E-(Et)(C6H5)CC(C6H5)(SiMe2C5H4N)
(E)-tamoxifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: BCl3 / CH2Cl2 / 5 h / -41 °C 1.2: 82 percent / Et3N / CH2Cl2 / 14 h / 20 °C 2.1: 95 percent / aq. NaOH / Pd[P(t-Bu)3]2 / tetrahydrofuran / 24 h / 60 °C View Scheme |
(E)-tamoxifen
rel-(1R,2S)-1-<4-<2-(dimethylamino)ethoxy>phenyl>-1,2-diphenylbutane
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In ethanol at 80℃; for 4.5h; | 83% |
(E)-tamoxifen
tamoxifen
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In dichloromethane at 0℃; for 3h; | 51% |
With trifluorormethanesulfonic acid In dichloromethane at 0℃; for 3h; | 51% |
With pyridine; bromine In diethyl ether; dichloromethane for 2h; Ambient temperature; Irradiation; Yield given; |
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