tributyltin chloride
ethyl vinyl ether
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
Stage #1: ethyl vinyl ether With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; potassium tert-butylate In tetrahydrofuran; hexane at -40 - -30℃; for 1.5h; Inert atmosphere; Stage #2: tributyltin chloride In tetrahydrofuran; hexane; water at -78℃; for 10h; Stille Carbonyl Synthesis; | 81.03% |
With tert.-butyl lithium at -78℃; | |
Stage #1: ethyl vinyl ether With tert.-butyl lithium In tetrahydrofuran; pentane at -78 - 0℃; for 0.25h; Inert atmosphere; Stage #2: tributyltin chloride In tetrahydrofuran; pentane at -78 - 20℃; for 0.5h; Inert atmosphere; |
hydrogen
ethoxy(tributylstannyl)acetylene
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
With tributylphosphine In toluene toluene, 5 mol% Ru-complex, tributylphosphine (30 mol %) under 1 atm. ofH2, 80°C, 6 h; | 65% |
{1-[6-(6-bromo-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]pyrrolidin-3-yl}carbamic acid tert-butyl ester
tributyl(1-ethoxyvinyl)stannane
(1-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}pyrrolidin-3-yl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In toluene at 110℃; for 12h; Stille coupling; | 100% |
2,5-dibromofluorobenzene
tributyl(1-ethoxyvinyl)stannane
1-(4-acetyl-2-fluorophenyl)ethan-1-one
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran for 18h; Heating / reflux; | 100% |
6-bromo-2-cyclopropyl-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile
tributyl(1-ethoxyvinyl)stannane
2-cyclopropyl-6-[1-(ethoxy)ethenyl]-7-methoxy-5-methyl-1,3-benzoxazole-4-carbonitrile
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene for 22h; Heating / reflux; | 100% |
6-bromo-2-[2-methoxy-1,1-dimethylethyl]-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile
tributyl(1-ethoxyvinyl)stannane
C18H21FN2O3
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene for 6h; Heating / reflux; | 100% |
6-bromo-2-cyclopropyl-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile
tributyl(1-ethoxyvinyl)stannane
2-cyclopropyl-6-[1-(ethoxy)ethenyl]-7-fluoro-5-methyl-1,3-benzoxazole-4-carbonitrile
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butyl-4-methyl-phenol In toluene for 17h; Heating / reflux; | 100% |
N-(5-bromo-pyridin-3-yl)-acetamide
tributyl(1-ethoxyvinyl)stannane
N-[5-(1-ethoxyvinyl)pyridin-3-yl]acetamide
Conditions | Yield |
---|---|
Stage #1: N-(5-bromo-pyridin-3-yl)-acetamide; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 80℃; for 24h; Stage #2: With potassium fluoride In water; N,N-dimethyl-formamide at 20℃; for 0.5h; | 100% |
8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid
tributyl(1-ethoxyvinyl)stannane
8-acetyl-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; tributyl(1-ethoxyvinyl)stannane; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride; water In 1,4-dioxane at 50℃; for 0.416667h; | 100% |
Stage #1: 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; tributyl(1-ethoxyvinyl)stannane; bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 3h; Stille Coupling; Inert atmosphere; Stage #2: With hydrogenchloride In 1,4-dioxane at 50℃; for 0.416667h; | 100% |
Stage #1: 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylic acid; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 3h; Stille Cross Coupling; Inert atmosphere; Stage #2: With hydrogenchloride In 1,4-dioxane; water at 50℃; for 0.416667h; Stille Cross Coupling; Inert atmosphere; | 200 mg |
6-bromo-3-chloro-isoquinoline
tributyl(1-ethoxyvinyl)stannane
3-chloro-6-(1-ethoxyvinyl)isoquinoline
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In toluene at 50℃; for 18h; Stille Cross Coupling; Inert atmosphere; | 100% |
Stage #1: 6-bromo-3-chloro-isoquinoline; tributyl(1-ethoxyvinyl)stannane In toluene for 0.5h; Inert atmosphere; Stage #2: With bis-triphenylphosphine-palladium(II) chloride In toluene at 60℃; for 20h; | 92% |
With bis-triphenylphosphine-palladium(II) chloride In toluene at 60℃; for 20h; Inert atmosphere; | 92% |
With bis-triphenylphosphine-palladium(II) chloride In toluene at 60℃; for 20h; Inert atmosphere; | 92% |
bis-triphenylphosphine-palladium(II) chloride In toluene at 50℃; for 18h; Inert atmosphere; |
methyl {(2S)-1-[(2S)-2-{5-[4-(6-bromoquinoxalin-2-yl)phenyl]-1H-imidazol-2-yl}pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl}carbamate
tributyl(1-ethoxyvinyl)stannane
methyl (S)-1-((S)-2-(5-(4-(6-(1-ethoxyvinyl)quinoxalin-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate
Conditions | Yield |
---|---|
dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 80℃; for 6h; Inert atmosphere; | 100% |
8-chloro-N-(2-methylallyl)quinoxalin-2-amine
tributyl(1-ethoxyvinyl)stannane
8-(1-ethoxyvinyl)-N-(2-methylallyl)quinoxalin-2-amine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); copper(l) iodide; cesium fluoride; XPhos at 120℃; Sealed tube; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: C14H14BrN3O4; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 18h; Stille Cross-Coupling (Migita-Kosugi-Stille Coupling); Stage #2: With hydrogenchloride In water for 0.166667h; | 100% |
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
Stage #1: 4-[(4-bromo-3,3,7-trifluoro-2-oxo-2,3-dihydro-1H-indol-1-yl)methyl]pyridine-2-carbonitrile; tributyl(1-ethoxyvinyl)stannane With tetrakis(triphenylphosphine) palladium(0) In N,N-dimethyl-formamide at 120℃; for 3h; Stage #2: With hydrogenchloride In water; N,N-dimethyl-formamide at 20℃; for 1h; | 100% |
5-bromo-3-fluoro-2-(trifluoromethyl)pyridine
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
Stage #1: 5-bromo-3-fluoro-2-(trifluoromethyl)pyridine; tributyl(1-ethoxyvinyl)stannane With tetrakis(triphenylphosphine) palladium(0); trimethylamine In 1,4-dioxane at 100℃; for 4h; Inert atmosphere; Stage #2: With hydrogenchloride; water In 1,4-dioxane at 20℃; | 100% |
tributyl(1-ethoxyvinyl)stannane
2-chloro-5-(trifluoromethyl)pyrimidine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere; | 100% |
4-[6-(6-bromo-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]-2,2-dimethylpiperazine-1-carboxylic acid tert-butyl ester
tributyl(1-ethoxyvinyl)stannane
4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}-2,2-dimethylpiperazine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0) In toluene for 1h; Stille coupling; Heating; | 99% |
4-[6-(6-bromo-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]-2,2-dimethylpiperazine-1-carboxylic acid tert-butyl ester
tributyl(1-ethoxyvinyl)stannane
A
4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}-2,2-dimethylpiperazine-1-carboxylic acid tert-butyl ester
B
4-16-[8-Cyclopentyl-6-(1-ethoxy-vin l)-5-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-pyridin-3-yl-2,2-dimethyl-piperazine-1-carboxylic Acid Tert-butyl Ester4-16-[8-Cyclopentyl-6-(1-ethoxy-vin l)-5-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]-pyridin-3-yl-2,2-dimethyl-piperazine-1-carboxylic Acid Tert-butyl Ester
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In dichloromethane; toluene | A n/a B 99% |
benzyl 2-bromobenzoate
tributyl(1-ethoxyvinyl)stannane
2-(1-Ethoxyethenyl)benzoic acid phenylmethyl ester
Conditions | Yield |
---|---|
dichlorobis(triphenylphosphine)palladium[II] In 1,4-dioxane | 99% |
1,1-dimethylethyl [2-chloro-5-fluoro-6-(methyloxy)-3-pyridinyl]carbamate
tributyl(1-ethoxyvinyl)stannane
1,1-dimethylethyl [2-[1-(ethyloxy)ethenyl]-5-fluoro-6-(methyloxy)-3-pyridinyl]carbamate
Conditions | Yield |
---|---|
Stage #1: 1,1-dimethylethyl [2-chloro-5-fluoro-6-(methyloxy)-3-pyridinyl]carbamate; tributyl(1-ethoxyvinyl)stannane With cesium fluoride; bis(tri-t-butylphosphine)palladium(0) In 1,4-dioxane at 100℃; Stage #2: With potassium fluoride In 1,4-dioxane; water for 0.5h; | 99% |
Stage #1: 1,1-dimethylethyl [2-chloro-5-fluoro-6-(methyloxy)-3-pyridinyl]carbamate; tributyl(1-ethoxyvinyl)stannane With cesium fluoride; bis(tri-t-butylphosphine)palladium(0) In dioxane,1,4 at 100℃; Stage #2: With potassium fluoride In dioxane,1,4-; water | 99% |
methyl 1-chloro-N-(methoxymethyl)pyrido[3,4-b]indole-3-carboxylate
tributyl(1-ethoxyvinyl)stannane
methyl 1-acetyl-9H-pyrido[3,4-b]indole-3-carboxylate
Conditions | Yield |
---|---|
Stage #1: methyl 1-chloro-N-(methoxymethyl)pyrido[3,4-b]indole-3-carboxylate; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol; N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; | 99% |
Stage #1: methyl 1-chloro-N-(methoxymethyl)pyrido[3,4-b]indole-3-carboxylate; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride; C8H20N(1+)*ClH In N,N-dimethyl-formamide at 100℃; for 2h; Stille Carbonyl Synthesis; Stage #2: With hydrogenchloride; methanol at 20℃; for 1h; Stille Carbonyl Synthesis; | 99% |
4-(5-chloro-2-fluoropyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
With palladium diacetate; cesium fluoride; XPhos In 1,4-dioxane; N,N-dimethyl-formamide at 110℃; for 1.5h; Stille Cross Coupling; | 99% |
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In toluene for 2h; Reflux; | 99% |
6-bromo-7-fluoroquinoline
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
Stage #1: 6-bromo-7-fluoroquinoline; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 90℃; Inert atmosphere; Stage #2: With potassium fluoride In 1,4-dioxane; water at 20℃; for 2h; Inert atmosphere; | 99% |
With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 110℃; for 4h; | 87% |
With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 110℃; for 4h; |
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
Stage #1: 4-chloro-N-(tetrahydro-2H-pyran-4-yl)pyrimidin-2-amine; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 25 - 100℃; for 12h; Inert atmosphere; Stage #2: With potassium fluoride In ethyl acetate; N,N-dimethyl-formamide at 20℃; for 2h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-nitropyridine; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In water at 20℃; Solvent; Temperature; Reagent/catalyst; | 99% |
tributyl(1-ethoxyvinyl)stannane
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In N,N-dimethyl-formamide at 100℃; for 3h; Inert atmosphere; | 99% |
4-bromo-3-fluorobenzonitrile
tributyl(1-ethoxyvinyl)stannane
4-acetyl-3-fluorobenzonitrile
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In toluene Heating; | 98.1% |
Stage #1: 4-bromo-3-fluorobenzonitrile; tributyl(1-ethoxyvinyl)stannane With bis-triphenylphosphine-palladium(II) chloride In toluene at 20℃; Inert atmosphere; Reflux; Stage #2: With potassium fluoride In toluene for 0.5h; Inert atmosphere; Stage #3: With hydrogenchloride In water; toluene at 70℃; for 2h; | 88% |
With dichlorobis(triphenylphosphine)palladium(II) In toluene at 110℃; for 4h; | 70.5% |
4-chloromethoxybenzene
tributyl(1-ethoxyvinyl)stannane
1-(1'-ethoxyvinyl)-4-methoxybenzene
Conditions | Yield |
---|---|
With tri-tert-butyl phosphine; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100℃; for 48h; Substitution; Stille cross-coupling reaction; | 98% |
With P(i-BuNCH2CH2)3N; cesium fluoride; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 100 - 110℃; Stille reaction; | 97% |
With tris(dibenzylideneacetone)dipalladium (0); cesium fluoride; 2,8,9-tris(2-methylpropyl)-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane In 1,4-dioxane at 110℃; for 48h; Stille cross-coupling; | 97% |
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1,4-dioxane at 100℃; for 48h; Stille cross-coupling; | 97% |
2-methylphenyl bromide
tributyl(1-ethoxyvinyl)stannane
1-(1-ethoxyvinyl)-2-methylbenzene
Conditions | Yield |
---|---|
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine; cesium fluoride In 1-methyl-pyrrolidin-2-one; hexane at 20℃; for 3h; Stille cross-coupling; | 98% |
tributyl(1-ethoxyvinyl)stannane
5-Bromo-2-methoxymethyl-6-phenylpyridazin-3-one
2-methoxymethyl-6-phenyl-5-[(1'-ethoxy)vinyl]-3-pyridazinone
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In toluene for 2h; Stille reaction; Heating; | 98% |
6-bromo-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine
tributyl(1-ethoxyvinyl)stannane
6-(1-ethoxyvinyl)-2-methoxy-3-(4-methyl-1H-imidazol-1-yl)pyridine
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 18h; Inert atmosphere; | 98% |
bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 5.75h; | |
bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 100℃; for 5.75h; |
The Stannane,tributyl(1-ethoxyethenyl)- with CAS registry number of 97674-02-7 is also known as (1-Ethoxyethenyl)tributyltin. The IUPAC name is Tributyl(1-ethoxyethenyl)stannane. It belongs to product categories of Organometallic Reagents; Organotin; Organotins; Stannanes. In addition, the formula is C16H34OSn and the molecular weight is 361.15. This chemical is a clear colorless liquid and should be sealed in cool, dry place.
Physical properties about Stannane,tributyl(1-ethoxyethenyl)- are: (1)ACD/LogP: 9.37; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 9.37; (4)ACD/LogD (pH 7.4): 9.37; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 2981317; (8)ACD/KOC (pH 7.4): 2981317; (9)#H bond acceptors: 1; (10)#Freely Rotating Bonds: 12; (11)Flash Point: 160.3 °C; (12)Enthalpy of Vaporization: 53.85 kJ/mol; (13)Boiling Point: 319.2 °C at 760 mmHg; (14)Vapour Pressure: 0.000641 mmHg at 25 °C.
Uses of Stannane,tributyl(1-ethoxyethenyl)-: it is used to produce 1-(4-nitro-phenyl)-ethanone by reaction with 1-bromo-4-nitro-benzene. The reaction occurs with reagent 5percent HCl and solvent PdCl2(PPh3)2 at the temperature of 100 °C for 20 hours. The yield is about 91%.
When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and skin and it is harmful in contact with skin. This chemical has danger of serious damage to health by prolonged exposure through inhalation and if swallowed. What's more, it is very toxic to aquatic organisms that may cause long-term adverse effects in the aquatic environment. During using it, wear suitable protective clothing, gloves and eye/face protection. Avoid release to the environment. This material and its container must be disposed of as hazardous waste in a safe way. In case of accident or if you feel unwell seek medical advice immediately.
You can still convert the following datas into molecular structure:
1. Canonical SMILES: CCCC[Sn](CCCC)(CCCC)C(=C)OCC
2. InChI: InChI=1S/C4H7O.3C4H9.Sn/c1-3-5-4-2;3*1-3-4-2;/h1,4H2,2H3;3*1,3-4H2,2H3;
3. InChIKey: HGXJOXHYPGNVNK-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View