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6279-86-3

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6279-86-3 Usage

Description

Triethyl methanetricarboxylate, a clear colorless to yellow liquid after melting, is an organic compound with the chemical formula C12H20O6. It is characterized by its unique structure and properties, making it a versatile compound for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
Triethyl methanetricarboxylate is used as a key intermediate in the synthesis of novel inhibitors of Hsp90, a protein that plays a crucial role in cellular signaling and protein folding. These inhibitors have potential applications in the development of new therapeutic strategies for various diseases, including cancer.
Used in HIV Treatment:
In the field of HIV research and treatment, Triethyl methanetricarboxylate is utilized in the preparation of novel dihydroquinoline-3-carboxylic acids. These compounds function as HIV-1 integrase inhibitors, which are essential in preventing the integration of the viral genome into the host's DNA, thus suppressing the replication of the virus and helping in the development of antiretroviral drugs.
Used in Chemical Synthesis:
Due to its unique chemical properties, Triethyl methanetricarboxylate can also be employed as a reagent or building block in the synthesis of various other organic compounds, contributing to the advancement of chemical research and the development of new materials and products in different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 6279-86-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,2,7 and 9 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 6279-86:
(6*6)+(5*2)+(4*7)+(3*9)+(2*8)+(1*6)=123
123 % 10 = 3
So 6279-86-3 is a valid CAS Registry Number.
InChI:InChI=1/C10H16O6/c1-4-14-8(11)7(9(12)15-5-2)10(13)16-6-3/h7H,4-6H2,1-3H3

6279-86-3 Well-known Company Product Price

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  • Alfa Aesar

  • (L08356)  Triethyl methanetricarboxylate, 98%   

  • 6279-86-3

  • 5g

  • 229.0CNY

  • Detail
  • Alfa Aesar

  • (L08356)  Triethyl methanetricarboxylate, 98%   

  • 6279-86-3

  • 25g

  • 771.0CNY

  • Detail

6279-86-3SDS

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 Triethyl methanetricarboxylate

1.2 Other means of identification

Product number -
Other names 2-Ethoxycarbonyl-malonic acid diethyl ester

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:6279-86-3 SDS

6279-86-3Synthetic route

2-(indoline-1-carbonyl)-3-(indolin-1-yl)-3-oxopropionic acid
930297-54-4

2-(indoline-1-carbonyl)-3-(indolin-1-yl)-3-oxopropionic acid

A

methanetri-N-(indolin-1-yl)carboxamide
649765-74-2

methanetri-N-(indolin-1-yl)carboxamide

B

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
at 220℃;A 85%
B n/a
triethyl pent-4-ene-1,2,2-tricarboxylate
16515-85-8

triethyl pent-4-ene-1,2,2-tricarboxylate

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
With titanium(IV) isopropylate; isopropylmagnesium chloride In diethyl ether at -50 - -40℃; for 1h; deallylation;83%
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

diethyl malonate
105-53-3

diethyl malonate

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
With magnesium oxide In toluene at 80 - 83℃; for 7h; further reag.: Mg(OH)2, K2CO3, Et3N, pyridine,; add of Bu4NCl,MgCl2; var solv. temp. and time;71%
Stage #1: diethyl malonate With magnesium ethylate In ethanol at 80℃; for 2h;
Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; tetrachloromethane; ethanol for 1h; Heating;
71%
With magnesium oxide In toluene at 80℃; for 7h; Temperature;65%
isobutyl chloroformate
543-27-1

isobutyl chloroformate

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

diethyl isobutyl methanetricarboxylate
125563-02-2

diethyl isobutyl methanetricarboxylate

C

ethyl-diisobutyl methanetricarboxylate
125563-03-3

ethyl-diisobutyl methanetricarboxylate

Conditions
ConditionsYield
With magnesium oxide In toluene at 80 - 83℃; for 7h;A 1.5%
B 69%
C 2.7%
triethyl 4-phenyl-3-butyne-1,1,1-tricarboxylate

triethyl 4-phenyl-3-butyne-1,1,1-tricarboxylate

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

diethyl [2-(ethoxycarbonyl)-3-phenyl-2-(E)-propenyl]malonate
211992-53-9

diethyl [2-(ethoxycarbonyl)-3-phenyl-2-(E)-propenyl]malonate

Conditions
ConditionsYield
With titanium(IV) isopropylate; isopropylmagnesium chloride In diethyl ether at -50 - -40℃; for 1h; Rearrangement; depropargylation;A 19%
B 57%
(Oxomethylen)malonsaeure-diethylester
72091-41-9

(Oxomethylen)malonsaeure-diethylester

ethanol
64-17-5

ethanol

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

(Oxomethylen)malonsaeure-diethylester
72091-41-9

(Oxomethylen)malonsaeure-diethylester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
at 180℃;
at 180℃;
With ethanol
bromo-methanetricarboxylic acid triethyl ester
854747-47-0

bromo-methanetricarboxylic acid triethyl ester

sodium diethylmalonate
996-82-7

sodium diethylmalonate

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

tetraethyl ethane-1,1,2,2-tetracarboxylate
632-56-4

tetraethyl ethane-1,1,2,2-tetracarboxylate

methanetetracarboxylic acid tetraethyl ester
39000-70-9

methanetetracarboxylic acid tetraethyl ester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
With alkali
sodium diethylmalonate
996-82-7, 34727-00-9, 73177-21-6

sodium diethylmalonate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
With benzene
ethanol
64-17-5

ethanol

diethyl ethoxymagnesium malonate

diethyl ethoxymagnesium malonate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

sodium diethylmalonate
996-82-7

sodium diethylmalonate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

sodium diethylmalonate
996-82-7

sodium diethylmalonate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

methanetetracarboxylic acid tetraethyl ester
39000-70-9

methanetetracarboxylic acid tetraethyl ester

sodium ethanolate
141-52-6

sodium ethanolate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

diethyl malonate
105-53-3

diethyl malonate

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

sodium ethanolate
141-52-6

sodium ethanolate

ethyl acetate
141-78-6

ethyl acetate

Diethyl carbonate
105-58-8

Diethyl carbonate

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

diethyl malonate
105-53-3

diethyl malonate

Conditions
ConditionsYield
unter Abdestillieren des entstandenen Alkohols;
ethyl acetate
141-78-6

ethyl acetate

Diethyl carbonate
105-58-8

Diethyl carbonate

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

diethyl malonate
105-53-3

diethyl malonate

Conditions
ConditionsYield
With sodium ethanolate
With sodium ethanolate
sodium diethylmalonate
996-82-7

sodium diethylmalonate

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
Des gebildeten Produkts durch Abspaltung von CO aus dem als Hauptprodukt gebildeten Oxalmalonester;
diethyl malonate
105-53-3

diethyl malonate

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
With tetrachloromethane; ethanol; magnesium R4:Aether,man versetzt mit Chlorameisensaeureaethylester in Aether,erwaermt auf dem Wasserbad und zersetzt die erhaltene Magnesiumverbindung durch verd.Essigsaeure;
oxalmalonic acid triethyl ester

oxalmalonic acid triethyl ester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

oxodiazosuccinic acid ester

oxodiazosuccinic acid ester

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
at 250℃; under 20 Torr;
(Oxomethylen)malonsaeure-diethylester
72091-41-9

(Oxomethylen)malonsaeure-diethylester

oxygen, dry

oxygen, dry

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Conditions
ConditionsYield
at 100℃;
oxo-ethane-1,1,2-tricarboxylic acid triethyl ester
861351-52-2

oxo-ethane-1,1,2-tricarboxylic acid triethyl ester

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

CO

CO

Conditions
ConditionsYield
Erhitzen; quantitativer Zerfall beginnt langsam bei 60grad und verlaeuft rasch bei 175grad;
Destillation;
tetrachloromethane
56-23-5

tetrachloromethane

diethyl 2-diazo-3-oxosuccinate
70609-31-3

diethyl 2-diazo-3-oxosuccinate

platinum

platinum

A

(Oxomethylen)malonsaeure-diethylester
72091-41-9

(Oxomethylen)malonsaeure-diethylester

B

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

C

nitrogen

nitrogen

Conditions
ConditionsYield
Erhitzen;
diethyl ether
60-29-7

diethyl ether

sodium diethylmalonate
996-82-7

sodium diethylmalonate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

methane-tetracarboxylic acid tetraethyl ester

methane-tetracarboxylic acid tetraethyl ester

sodium diethylmalonate
996-82-7

sodium diethylmalonate

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

benzene
71-43-2

benzene

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

methane-tetracarboxylic acid tetraethyl ester

methane-tetracarboxylic acid tetraethyl ester

sodium diethylmalonate
996-82-7

sodium diethylmalonate

Ethyl oxalyl chloride
4755-77-5

Ethyl oxalyl chloride

A

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

B

oxalmethanetricarboxylic acid tetraethyl ester

oxalmethanetricarboxylic acid tetraethyl ester

Conditions
ConditionsYield
und Destillation die Produkte;
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

methyl vinyl ketone
78-94-4

methyl vinyl ketone

2-Ethoxycarbonyl-2-(3-oxo-butyl)-malonic acid diethyl ester
132783-24-5

2-Ethoxycarbonyl-2-(3-oxo-butyl)-malonic acid diethyl ester

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 12h;100%
In ethanol at 90℃; for 24h; Michael addition;70%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

3-(4-methoxyphenyl)-5-(bromomethyl)isoxazole
196877-76-6

3-(4-methoxyphenyl)-5-(bromomethyl)isoxazole

5-bromomethyl-3-(4-methoxyphenyl)isoxazole

5-bromomethyl-3-(4-methoxyphenyl)isoxazole

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;100%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

N-(2-methoxy-6-methylphenyl)pent-4-enimidamide

N-(2-methoxy-6-methylphenyl)pent-4-enimidamide

ethyl 2-(but-3-en-1-yl)-6-hydroxy-1-(2-methoxy-6-methylphenyl)-4-oxo-1,4-dihydropyrimidine-5-carboxylate

ethyl 2-(but-3-en-1-yl)-6-hydroxy-1-(2-methoxy-6-methylphenyl)-4-oxo-1,4-dihydropyrimidine-5-carboxylate

Conditions
ConditionsYield
With acetic acid In toluene at 140℃; for 1.75h;100%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

hexaethyl ethane-1,1,1,2,2,2-hexacarboxylate
163033-41-8

hexaethyl ethane-1,1,1,2,2,2-hexacarboxylate

Conditions
ConditionsYield
With triethylamine In acetonitrile at -40℃; electrolysis;98%
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

ethyl 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido-[3,2,1-ij]quinoline-2-carboxylate
84088-84-6

ethyl 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido-[3,2,1-ij]quinoline-2-carboxylate

Conditions
ConditionsYield
at 220℃; for 0.25h;98%
Stage #1: 1,2,3,4-tetrahydroisoquinoline; methanetricarboxylic acid triethyl ester at 100 - 215℃;
Stage #2: With sodium carbonate In water at 70 - 80℃;
Stage #3: With hydrogenchloride In water pH=4.5 - 5;
96%
In diphenylether at 215 - 220℃; for 0.333333h;95%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

sodium 1,3-diethoxy-2-(ethoxycarbonyl)-1,3-dioxopropan-2-ide
68922-87-2

sodium 1,3-diethoxy-2-(ethoxycarbonyl)-1,3-dioxopropan-2-ide

Conditions
ConditionsYield
With sodium ethanolate In diethyl ether; ethanol Cooling with ice; Inert atmosphere;96%
With sodium In diethyl ether; ethanol83%
With sodium In diethyl ether; ethanol
With sodium ethanolate In tetrahydrofuran; ethanol at 1℃;
With sodium ethanolate In tetrahydrofuran; ethanol at 0℃; Inert atmosphere;
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

1-(4-bromophenyl)prop-2-ynyl pivalate
1186338-23-7

1-(4-bromophenyl)prop-2-ynyl pivalate

(R)-triethyl 2-(4-bromophenyl)but-3-yne-1,1,1-tricarboxylate

(R)-triethyl 2-(4-bromophenyl)but-3-yne-1,1,1-tricarboxylate

Conditions
ConditionsYield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction;96%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Br(1-)*C24H29N2OS(1+)

Br(1-)*C24H29N2OS(1+)

(3aS,4S,6aR)-1,3-dibenzyl-4-(ω,ω,ω-tri-ethoxycarbonyl-butyl)-4H-1H-thiophene[3,4-d]iminazole-2,4(1H)-ketone

(3aS,4S,6aR)-1,3-dibenzyl-4-(ω,ω,ω-tri-ethoxycarbonyl-butyl)-4H-1H-thiophene[3,4-d]iminazole-2,4(1H)-ketone

Conditions
ConditionsYield
Stage #1: methanetricarboxylic acid triethyl ester With sodium hydride In toluene at 80℃; for 2h; Inert atmosphere;
Stage #2: Br(1-)*C24H29N2OS(1+) In toluene at 80℃; for 15h; Inert atmosphere;
95.5%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

(3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide
33719-11-8

(3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide

C32H40N2O7S
1250271-02-3

C32H40N2O7S

Conditions
ConditionsYield
Stage #1: methanetricarboxylic acid triethyl ester With sodium hydride In toluene at 80℃; for 2h; Inert atmosphere;
Stage #2: (3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide In toluene at 80℃; for 15h;
95.5%
1-phenylprop-2-yn-1-yl pivalate

1-phenylprop-2-yn-1-yl pivalate

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

(R)-triethyl 2-phenylbut-3-yne-1,1,1-tricarboxylate

(R)-triethyl 2-phenylbut-3-yne-1,1,1-tricarboxylate

Conditions
ConditionsYield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Concentration; Inert atmosphere; Schlenk technique; enantioselective reaction;95%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

Silver Methanetricarboxylate

Silver Methanetricarboxylate

Conditions
ConditionsYield
With nitric acid; silver nitrate In water95%
diethyl 2,2-di(prop-2-yn-1-yl)malonate
2689-88-5

diethyl 2,2-di(prop-2-yn-1-yl)malonate

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

diethyl 5-butyl-1,3-dihydro-2H-indene-2,2-dicarboxylate

diethyl 5-butyl-1,3-dihydro-2H-indene-2,2-dicarboxylate

Conditions
ConditionsYield
With Wilkinson's catalyst; hex-1-yne In 1,4-dioxane at 135℃; for 24h; Reagent/catalyst; Inert atmosphere;95%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

(R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol
1737-26-4, 68120-43-4, 99493-93-3, 76155-79-8

(R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol

triethyl (2S)-2-[4-(trifluoromethyl)phenyl]propane-1,1,1-tricarboxylate
666824-77-7

triethyl (2S)-2-[4-(trifluoromethyl)phenyl]propane-1,1,1-tricarboxylate

Conditions
ConditionsYield
With diethylazodicarboxylate; trimethylphosphane In toluene at -78 - 20℃;94%
2-Methylthiophene
554-14-3

2-Methylthiophene

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

triethyl (5-methylthiophen-2-yl)methanetricarboxylate
1588910-99-9

triethyl (5-methylthiophen-2-yl)methanetricarboxylate

Conditions
ConditionsYield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;94%
With potassium phosphate; iodine In water; acetonitrile at 20℃; for 20h; Reagent/catalyst; Solvent; Irradiation;83%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

1-(4-chlorophenyl)prop-2-ynyl pivalate

1-(4-chlorophenyl)prop-2-ynyl pivalate

(R)-triethyl 2-(4-chlorophenyl)but-3-yne-1,1,1-tricarboxylate

(R)-triethyl 2-(4-chlorophenyl)but-3-yne-1,1,1-tricarboxylate

Conditions
ConditionsYield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction;94%
furan
110-00-9

furan

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

triethyl furan-2-ylmethanetricarboxylate
136116-85-3

triethyl furan-2-ylmethanetricarboxylate

Conditions
ConditionsYield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;93%
With sodium acetate; manganese triacetate In acetic acid at 60 - 65℃; for 24h;92%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

crotonaldehyde
123-73-9

crotonaldehyde

2-Ethoxycarbonyl-2-(1-methyl-3-oxo-propyl)-malonic acid diethyl ester
132783-28-9

2-Ethoxycarbonyl-2-(1-methyl-3-oxo-propyl)-malonic acid diethyl ester

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 12h;93%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

triethyl (2S)-2-phenylpropane-1,1,1-tricarboxylate
666824-74-4

triethyl (2S)-2-phenylpropane-1,1,1-tricarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; trimethylphosphane In toluene at -78 - 20℃;92.1%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

ethylene dibromide
106-93-4

ethylene dibromide

triethyl 3-bromopropane-1,1,1-tricarboxylate
71170-82-6

triethyl 3-bromopropane-1,1,1-tricarboxylate

Conditions
ConditionsYield
Stage #1: methanetricarboxylic acid triethyl ester With sodium ethanolate In diethyl ether at 0 - 20℃; for 0.5h; Metallation;
Stage #2: ethylene dibromide In N,N-dimethyl-formamide at 90℃; for 10h; Condensation; Further stages.;
92%
2-Iodothiophene
3437-95-4

2-Iodothiophene

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

triethyl (5-iodothiophen-2-yl)methanetricarboxylate
1588911-07-2

triethyl (5-iodothiophen-2-yl)methanetricarboxylate

Conditions
ConditionsYield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;92%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

1-(4-fluorophenyl)prop-2-ynyl pivalate

1-(4-fluorophenyl)prop-2-ynyl pivalate

(R)-triethyl 2-(4-fluorophenyl)but-3-yne-1,1,1-tricarboxylate

(R)-triethyl 2-(4-fluorophenyl)but-3-yne-1,1,1-tricarboxylate

Conditions
ConditionsYield
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction;92%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

4,4-bis(t-butyldimethylsilyloxymethyl)-1,6-heptadiyne
170660-95-4

4,4-bis(t-butyldimethylsilyloxymethyl)-1,6-heptadiyne

1,1-di(ethoxycarbonyl)-5,5-bis((tert-butyldimethyl)silyloxymethyl)-1,4,5,6-Tetrahydro-2H-inden-2-one

1,1-di(ethoxycarbonyl)-5,5-bis((tert-butyldimethyl)silyloxymethyl)-1,4,5,6-Tetrahydro-2H-inden-2-one

Conditions
ConditionsYield
With decacarbonyldirhenium(0) In 1,4-dioxane at 135℃; for 8h; Inert atmosphere;92%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

(S)-1-phenylethanol
1445-91-6

(S)-1-phenylethanol

triethyl (2R)-2-phenylpropane-1,1,1-tricarboxylate

triethyl (2R)-2-phenylpropane-1,1,1-tricarboxylate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; trimethylphosphane In toluene at -78 - 20℃;91.4%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

titanium tetrachloride
7550-45-0

titanium tetrachloride

tetrachloro(triethyl methanetricarboxylate-O,O')titanium(IV)
186505-59-9

tetrachloro(triethyl methanetricarboxylate-O,O')titanium(IV)

Conditions
ConditionsYield
In dichloromethane N2-atmosphere; dropwise addn. of slight excess of carboxylate to TiCl4 soln., stirring (room temp., 1 h); filtration, concn. (vac.), crystn. for 24 h, filtration, washing (hexane); elem. anal.;91.2%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

C24H35ClN4O4
132332-64-0

C24H35ClN4O4

C25H33ClN4O4

C25H33ClN4O4

Conditions
ConditionsYield
With hydrogenchloride for 6h; Ambient temperature;91%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

acrylonitrile
107-13-1

acrylonitrile

Triethyl 3-cyanopropane-1,1,1-tricarboxylate
132783-23-4

Triethyl 3-cyanopropane-1,1,1-tricarboxylate

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 5h;91%
Stage #1: methanetricarboxylic acid triethyl ester With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃;
Stage #2: acrylonitrile In toluene Further stages.;
77%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

C6H9N3O3
1247018-82-1

C6H9N3O3

1,1,1-triethyl 2-methyl 3-[2-(aminocarbonyl)hydrazono]butane-1,1,1,2-te-tracarboxylate

1,1,1-triethyl 2-methyl 3-[2-(aminocarbonyl)hydrazono]butane-1,1,1,2-te-tracarboxylate

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran at 20℃; for 0.2h;91%
2-thienyl chloride
96-43-5

2-thienyl chloride

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

triethyl (5-chlorothiophen-2-yl)methanetricarboxylate
1588911-03-8

triethyl (5-chlorothiophen-2-yl)methanetricarboxylate

Conditions
ConditionsYield
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique;91%
1-indoline
496-15-1

1-indoline

methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-i,j]quinoline-2-carboxylic acid ethyl ester
84088-82-4

1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-i,j]quinoline-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
at 220℃; for 0.25h;90%
at 215℃;87%
at 215℃;38%
at 230℃; for 0.5h;23%
methanetricarboxylic acid triethyl ester
6279-86-3

methanetricarboxylic acid triethyl ester

N-(3,4,5-trimethoxyphenyl)benzenemethanamine
138280-64-5

N-(3,4,5-trimethoxyphenyl)benzenemethanamine

ethyl 4-hydroxy-2-oxo-1-(phenylmethyl)-7-(phenyloxy)-1,2-dihydro-3-quinolinecarboxylate
931398-83-3

ethyl 4-hydroxy-2-oxo-1-(phenylmethyl)-7-(phenyloxy)-1,2-dihydro-3-quinolinecarboxylate

Conditions
ConditionsYield
In 1,4-dioxane at 250℃; for 1.5h; Product distribution / selectivity; Microwave;90%

6279-86-3Relevant articles and documents

Facile synthesis of aliphatic hyperbranched polyesters based on diethyl malonate and their irreversible molecular encapsulation

Santra, Santimukul,Kumar, Anil

, p. 2126 - 2127 (2004)

Synthesis of diethyl malonate based wholly aliphatic hyperbranched polyesters having suitable polar matrix for irreversible molecular encapsulation is carried out for the first time.

Iron-catalyzed, hydrogen-mediated reductive cyclization of 1,6-enynes and diynes: Evidence for bis(imino)pyridine ligand participation

Sylvester, Kevin T.,Chirik, Paul J.

supporting information; experimental part, p. 8772 - 8774 (2009/12/04)

(Chemical Equation Presented) The bis(imino)pyridine iron dinitrogen complex (iPrPDI)Fe(N2)2 catalyzes the hydrogen-mediated reductive cyclization of enynes and diynes with turnover frequencies comparable to those of established precious metal catalysts. Amino, oxygenated, and carbon-based substrates are readily cyclized to the corresponding hetero- and carbocycles with 5 mol % iron and 4 atm H2 at 23°C. Stoichiometric reactions between selected substrates and the iron compound under a N2 atmosphere established transfer dehydrogenation from an isopropyl aryl substituent to either the enyne or diyne substrate. In situ monitoring of the catalytic reaction by 1H NMR spectroscopy coupled with deuterium labeling experiments established rapid cyclization followed by turnoverlimiting hydrogenation. Copyright

NOVEL 3, 4-PROPYLENEDIOXYTHIOPHENE DERIVATIVES WITH PENDANT FUNCTIONAL GROUPS

-

Page/Page column 5-6, (2010/11/24)

The present invention relates to the syntheses of 3,4-propylenedioxythiophenes of the formula (I) wherein R represents a n-valent linear or branched, optionally substituted, aliphatic C1-Cn radical and Y represents a pendant functional group. Further, methods for the preparation of the said compounds are disclosed.

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