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826-55-1

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826-55-1 Usage

Uses

Different sources of media describe the Uses of 826-55-1 differently. You can refer to the following data:
1. 2-Methyl-2-phenylpropionic acid is used in the synthesis of Fexofenadine hydrochloride
2. Used in the synthesis of Fexofenadine hydrochloride (F322470).

Synthesis Reference(s)

The Journal of Organic Chemistry, 23, p. 1636, 1958 DOI: 10.1021/jo01105a014

Check Digit Verification of cas no

The CAS Registry Mumber 826-55-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,2 and 6 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 826-55:
(5*8)+(4*2)+(3*6)+(2*5)+(1*5)=81
81 % 10 = 1
So 826-55-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H12O2/c1-10(2,9(11)12)8-6-4-3-5-7-8/h3-7H,1-2H3,(H,11,12)/p-1

826-55-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (32884)  alpha,alpha-Dimethylphenylacetic acid   

  • 826-55-1

  • 2g

  • 752.0CNY

  • Detail
  • Alfa Aesar

  • (32884)  alpha,alpha-Dimethylphenylacetic acid   

  • 826-55-1

  • 10g

  • 2637.0CNY

  • Detail

826-55-1Synthetic route

diphenyl N-<2-methyl-2-phenyl-1-(1-pyrrolidinyl)propylidene>phosphoramidate
67174-28-1

diphenyl N-<2-methyl-2-phenyl-1-(1-pyrrolidinyl)propylidene>phosphoramidate

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol Heating;100%
methyl 2-methyl-2-phenylpropionate
57625-74-8

methyl 2-methyl-2-phenylpropionate

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With water; sodium hydroxide In 1,4-dioxane for 24h;98%
With sodium hydroxide In methanol; water for 4h; Ambient temperature; Yield given;
With sodium hydroxide; water In methanol at 80℃; for 12h; Hydrolysis;
2-bromo-2-phenylpropane
3575-19-7

2-bromo-2-phenylpropane

carbon dioxide
124-38-9

carbon dioxide

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With Ag nano wire core encapsulated by a N-doped carbon shell at 700 °C In acetonitrile at 25℃; under 750.075 Torr; Electrochemical reaction;91%
With nitrogen-doped carbon nanofibers embedded with platinum nanoparticles onto flexible carbon cloth In acetonitrile at 25℃; under 760.051 Torr; Electrochemical reaction;92 %Chromat.
2-methyl-2-phenylpropionitrile
1195-98-8

2-methyl-2-phenylpropionitrile

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With water; potassium hydroxide In ethylene glycol at 100℃; for 48h; Inert atmosphere;73%
carbon dioxide
124-38-9

carbon dioxide

2-phenyl-2-propyl phenyl sulfide
4148-93-0

2-phenyl-2-propyl phenyl sulfide

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

lithium thiophenoxide
2973-86-6

lithium thiophenoxide

Conditions
ConditionsYield
Stage #1: 2-phenyl-2-propyl phenyl sulfide With lithium In diethyl ether at 3 - 8℃; for 2h;
Stage #2: carbon dioxide In diethyl ether
A 73%
B n/a
2,2-(dimethyl)-2-phenylacetaldehyde
3805-10-5

2,2-(dimethyl)-2-phenylacetaldehyde

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With sodium hydroxide; silver nitrate for 2h; cooling;70%
With silver(l) oxide
Ethyl 2-phenylethanoate
101-97-3

Ethyl 2-phenylethanoate

methyl iodide
74-88-4

methyl iodide

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

ethyl 2-methyl-2-phenylpropionate
2901-13-5

ethyl 2-methyl-2-phenylpropionate

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 10 - 20℃; for 16h; Alkylation;A 28%
B 52%
carbon monoxide
201230-82-2

carbon monoxide

isopropenylbenzene
98-83-9

isopropenylbenzene

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With water; bis-triphenylphosphine-palladium(II) chloride In butanone at 115℃; under 40504.1 Torr; for 5.5h;50%
carbon dioxide
124-38-9

carbon dioxide

N,N,N-trimethyl-2-phenylpropan-2-aminium trifluoromethanesulfonate

N,N,N-trimethyl-2-phenylpropan-2-aminium trifluoromethanesulfonate

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; potassium carbonate; caesium carbonate In N,N-dimethyl-formamide at 25 - 30℃; for 36h; Schlenk technique; Glovebox; Sealed tube; Irradiation;43%
phenylacetic acid
103-82-2

phenylacetic acid

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With ammonia; potassium amide anschliessend Behandeln mit CH3I;
Isopropylbenzene
98-82-8

Isopropylbenzene

propyl potassium
88982-51-8

propyl potassium

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

C

3-isopropylbenzoic acid
5651-47-8

3-isopropylbenzoic acid

D

2-isopropylbenzoic acid
2438-04-2

2-isopropylbenzoic acid

Conditions
ConditionsYield
at 90℃; Product distribution; anschliessend Behandeln mit festem Kohlendioxid;
Isopropylbenzene
98-82-8

Isopropylbenzene

pentyl potassium
2875-37-8

pentyl potassium

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

C

3-isopropylbenzoic acid
5651-47-8

3-isopropylbenzoic acid

D

2-isopropylbenzoic acid
2438-04-2

2-isopropylbenzoic acid

Conditions
ConditionsYield
at 20℃; Product distribution; anschliessend Behandeln mit festem Kohlendioxid;
Isopropylbenzene
98-82-8

Isopropylbenzene

ethyl potassium
4522-40-1

ethyl potassium

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

C

3-isopropylbenzoic acid
5651-47-8

3-isopropylbenzoic acid

D

2-isopropylbenzoic acid
2438-04-2

2-isopropylbenzoic acid

Conditions
ConditionsYield
at 20℃; Product distribution; anschliessend Behandeln mit festem Kohlendioxid;
at 85℃; Product distribution; anschliessend Behandeln mit festem Kohlendioxid;
Isopropylbenzene
98-82-8

Isopropylbenzene

diethylmercury
627-44-1

diethylmercury

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With sodium anschliessendes Behandeln mit festem Kohlendioxid;
Isopropylbenzene
98-82-8

Isopropylbenzene

n-pentylsodium
1822-71-5

n-pentylsodium

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

4-Isopropylbenzoic acid
536-66-3

4-Isopropylbenzoic acid

C

3-isopropylbenzoic acid
5651-47-8

3-isopropylbenzoic acid

D

2-isopropylbenzoic acid
2438-04-2

2-isopropylbenzoic acid

Conditions
ConditionsYield
at 20℃; Product distribution; anschliessend Behandeln mit festem Kohlendioxid;
diethyl ether
60-29-7

diethyl ether

cumyl potassium
3003-91-6

cumyl potassium

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

2-bromo-2-methylpropionic acid
2052-01-9

2-bromo-2-methylpropionic acid

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With aluminum tri-bromide; benzene
2-methyl-2-phenylbutan-3-one
770-85-4

2-methyl-2-phenylbutan-3-one

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With sodium hypochlorite
2-bromo-2-methyl-1-phenyl-propan-1-one
10409-54-8

2-bromo-2-methyl-1-phenyl-propan-1-one

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With ethanol; silver nitrate
2-methyl-2-phenyl-propanamide
826-54-0

2-methyl-2-phenyl-propanamide

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With alkaline solution
With sulfuric acid
With hydrogenchloride; sodium nitrite
2-methyl-1-nitro-2-phenylpropane
76173-50-7

2-methyl-1-nitro-2-phenylpropane

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With alkaline KMNO4
cumyl potassium
3003-91-6

cumyl potassium

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With carbon dioxide
α-chloroisobutyrophenone
7473-99-6

α-chloroisobutyrophenone

A

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

B

2-hydroxy-2-methylpropiophenone
7473-98-5

2-hydroxy-2-methylpropiophenone

Conditions
ConditionsYield
With 1,4-dioxane; silver-salt
With 1,4-dioxane; mercury-salt
poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

benzene
71-43-2

benzene

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With hydrogenchloride; aluminium trichloride
With aluminium trichloride
With aluminum (III) chloride Industry scale;
With aluminum (III) chloride Industry scale;
ethyl 2-bromoisovalerate
609-12-1

ethyl 2-bromoisovalerate

benzene
71-43-2

benzene

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With aluminium trichloride
2-bromo-2-methylpropionic acid
2052-01-9

2-bromo-2-methylpropionic acid

benzene
71-43-2

benzene

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With aluminum tri-bromide at 150℃;
With aluminium trichloride
formic acid
64-18-6

formic acid

1-methyl-1-phenylethyl alcohol
617-94-7

1-methyl-1-phenylethyl alcohol

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
With sulfuric acid at 20 - 25℃; for 2h;
Isopropylbenzene
98-82-8

Isopropylbenzene

carbon dioxide
124-38-9

carbon dioxide

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
(i) nBuLi, heptane, (ii) /BRN= 1900390/; Multistep reaction;
4-methyl-2,4-diphenylpent-2-ene
22768-22-5, 22768-23-6, 6258-73-7

4-methyl-2,4-diphenylpent-2-ene

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

Conditions
ConditionsYield
(i) O3, (ii) CrO3; Multistep reaction;
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

methoxymethyl 2-methyl-2-phenylpropanoate

methoxymethyl 2-methyl-2-phenylpropanoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 3h; Inert atmosphere;100%
methanol
67-56-1

methanol

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

methyl 2-methyl-2-phenylpropionate
57625-74-8

methyl 2-methyl-2-phenylpropionate

Conditions
ConditionsYield
With sulfuric acid at 20 - 70℃; for 21.5h; Inert atmosphere;99.5%
With sulfuric acid at 70℃; for 12h;94%
With sulfuric acid Heating;
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

2-methyl-2-phenyl-propan-1-ol
2173-69-5

2-methyl-2-phenyl-propan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether Reduction;99%
Stage #1: 2-methyl-2-phenylpropionic acid With 1,1'-carbonyldiimidazole In tetrahydrofuran for 0.5h;
Stage #2: With sodium tetrahydroborate In tetrahydrofuran; water
90%
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 2h; Inert atmosphere;81%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

triphenylbismuthane
603-33-8

triphenylbismuthane

bismuth(III) 2-phenylisobutyrate

bismuth(III) 2-phenylisobutyrate

Conditions
ConditionsYield
In toluene at 110℃; for 16h; Schlenk technique; Inert atmosphere;99%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

lithium 2-phenylisobutyrate

lithium 2-phenylisobutyrate

Conditions
ConditionsYield
Stage #1: n-butyllithium; 2-methyl-2-phenylpropionic acid In hexane at -80℃; Schlenk technique; Inert atmosphere;
Stage #2: In hexane at 20℃; for 2h; Schlenk technique; Inert atmosphere;
99%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

benzylamine
100-46-9

benzylamine

N-benzyl-2-methyl-2-phenylpropanamide
889798-61-2

N-benzyl-2-methyl-2-phenylpropanamide

Conditions
ConditionsYield
With Bromotrichloromethane; 4-(diphenylphosphino)-benzyltrimethylammonium bromide; triethylamine In tetrahydrofuran at 60℃; for 15h; Inert atmosphere;98%
With 4-(2-(1,3-dioxa-3a1,8,10-triaza-2,3a,14b-triboradibenzo[fg,op]tetracen-2-yl)phenyl)benzo[c]pyrimido[4,5-e][1,2]azaborinin-6(5H)-ol In fluorobenzene at 85℃; for 8h; Molecular sieve;92%
ethanol
64-17-5

ethanol

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

ethyl 2-methyl-2-phenylpropionate
2901-13-5

ethyl 2-methyl-2-phenylpropionate

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenylpropionic acid With thionyl chloride In dichloromethane for 15h; Reflux;
Stage #2: ethanol In dichloromethane
96%
With thionyl chloride Reflux;88%
With potassium carbonate; dibromotriphenylphosphorane In acetonitrile at 60℃; for 72h;66%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

ethyl acrylate
140-88-5

ethyl acrylate

C15H18O4

C15H18O4

Conditions
ConditionsYield
With oxygen; palladium diacetate; potassium hydrogencarbonate; p-benzoquinone In tert-Amyl alcohol at 85℃; under 760.051 Torr; for 48h; regioselective reaction;96%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

4,4-dimethyl-2-phenyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrimidine-8-carboxylic acid hydrazide

4,4-dimethyl-2-phenyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrimidine-8-carboxylic acid hydrazide

4,4-dimethyl-2-phenyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrimidine-8-carboxylic acid N-(2-methyl-2-phenyl-propionyl)hydrazide

4,4-dimethyl-2-phenyl-1,2,3,4-tetrahydro-pyrrolo[1,2-a]pyrimidine-8-carboxylic acid N-(2-methyl-2-phenyl-propionyl)hydrazide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In tetrahydrofuran for 2h;96%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

2-cyclohexyl-2-methylpropanoic acid
16386-97-3

2-cyclohexyl-2-methylpropanoic acid

Conditions
ConditionsYield
With Rh/Al2O3; hydrogen In acetic acid under 5688.78 Torr;95%
With hydrogen; platinum(IV) oxide
tert-butylmethyl ether
28509-24-2

tert-butylmethyl ether

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

2-methyl-2-phenyl-propionic acid , N-methoxy-N-methylamide
169280-16-4

2-methyl-2-phenyl-propionic acid , N-methoxy-N-methylamide

Conditions
ConditionsYield
With hydrogenchloride; thionyl chloride; potassium carbonate In water; toluene95%
With hydrogenchloride; thionyl chloride; potassium carbonate In water; toluene95%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

2-methyl-2-phenyl-propionic acid , N-methoxy-N-methylamide
169280-16-4

2-methyl-2-phenyl-propionic acid , N-methoxy-N-methylamide

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenylpropionic acid With thionyl chloride In toluene at 20℃; Heating / reflux;
Stage #2: N,O-dimethylhydroxylamine*hydrochloride With potassium carbonate In water; toluene for 2h;
95%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

para-fluorobenzylamine
140-75-0

para-fluorobenzylamine

C17H18FNO

C17H18FNO

Conditions
ConditionsYield
With C36H24B4N2O3 In toluene at 80℃; for 4h; Catalytic behavior; Reagent/catalyst; Temperature; Molecular sieve;95%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

ethyl (p-methoxyphenyl)oxoacetate
40140-16-7

ethyl (p-methoxyphenyl)oxoacetate

ethyl 2-hydroxy-2-(4-methoxyphenyl)-3-methyl-3-phenylbutanoate

ethyl 2-hydroxy-2-(4-methoxyphenyl)-3-methyl-3-phenylbutanoate

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate In dimethyl sulfoxide at 40℃; for 1h; Glovebox; Inert atmosphere; Irradiation;95%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

1-chloro-3-methyl-3-phenylbutan-2-one
64922-05-0

1-chloro-3-methyl-3-phenylbutan-2-one

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenylpropionic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃;
Stage #2: diazomethane In tetrahydrofuran; diethyl ether at 0 - 20℃; for 12h;
Stage #3: With hydrogenchloride In tetrahydrofuran; diethyl ether at 0℃; for 0.0833333h;
94%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

4-methoxy-aniline
104-94-9

4-methoxy-aniline

N-(4-methoxyphenyl)-2-methyl-2-phenylpropanamide
862876-03-7

N-(4-methoxyphenyl)-2-methyl-2-phenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate In acetonitrile at 23℃; for 0.166667h;94%
With C36H24B4N2O3 In toluene at 80℃; for 14h; Molecular sieve;89%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

4-chloro-aniline
106-47-8

4-chloro-aniline

N-(4-chlorophenyl)-2-methyl-2-phenylpropanamide
862876-04-8

N-(4-chlorophenyl)-2-methyl-2-phenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate In acetonitrile at 23℃; for 0.333333h;94%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

O-benzyl 2,2,2-trichloroacetimidate
81927-55-1

O-benzyl 2,2,2-trichloroacetimidate

(phenyl)methyl 2-methyl-2-phenylpropanoate

(phenyl)methyl 2-methyl-2-phenylpropanoate

Conditions
ConditionsYield
In toluene for 18h; Inert atmosphere; Reflux;94%
tert-butyl (1S,4R,5R,7S)-7-amino-5-(3-isopropoxyphenyl)-4-methyl-2-azabicyclo[3.3.1]nonane-2-carboxylate
911422-98-5

tert-butyl (1S,4R,5R,7S)-7-amino-5-(3-isopropoxyphenyl)-4-methyl-2-azabicyclo[3.3.1]nonane-2-carboxylate

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

tert-butyl (1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-7-[(2-methyl-2-phenylpropanoyl)amino]-2-azabicyclo[3.3.1]nonane-2-carboxylate
911423-23-9

tert-butyl (1S,4R,5R,7S)-5-(3-isopropoxyphenyl)-4-methyl-7-[(2-methyl-2-phenylpropanoyl)amino]-2-azabicyclo[3.3.1]nonane-2-carboxylate

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran at 20℃; for 4h;93%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

4-Aminobenzonitrile
873-74-5

4-Aminobenzonitrile

N-(4-cyanophenyl)-2-methyl-2-phenylpropanamide
862876-05-9

N-(4-cyanophenyl)-2-methyl-2-phenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate In acetonitrile at 23℃; for 21h; Reagent/catalyst; Solvent;93%
4-ethoxycarbonylpyrazole
37622-90-5

4-ethoxycarbonylpyrazole

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

ethyl 1-(2-phenylpropan-2-yl)-1H-pyrazole-4-carboxylate

ethyl 1-(2-phenylpropan-2-yl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; tert-butylammonium hexafluorophosphate(V) In dichloromethane for 2.5h; Molecular sieve; Electrochemical reaction;93%
pyrrolidine
123-75-1

pyrrolidine

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

2-methyl-2-phenyl-propionic acid , pirrolidineamide

2-methyl-2-phenyl-propionic acid , pirrolidineamide

Conditions
ConditionsYield
Stage #1: 2-methyl-2-phenylpropionic acid With thionyl chloride In toluene at 20℃; Heating / reflux;
Stage #2: pyrrolidine With potassium carbonate In water; toluene for 2h;
92%
4-aminopyridine
504-24-5

4-aminopyridine

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

2-methyl-2-phenyl-N-(pyridin-4-yl)propanamide

2-methyl-2-phenyl-N-(pyridin-4-yl)propanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate In acetonitrile at 23℃; for 5h;92%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 2-methyl-2-phenylpropionate
57625-74-8

methyl 2-methyl-2-phenylpropionate

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Inert atmosphere; Green chemistry;91%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

tert-butyl 4-((2-(hydrazinecarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate
1443209-30-0

tert-butyl 4-((2-(hydrazinecarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

tert-butyl 4-((2-(2-(2-methyl-2-phenylpropanoyl)hydrazinecarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate
1581303-74-3

tert-butyl 4-((2-(2-(2-methyl-2-phenylpropanoyl)hydrazinecarbonyl)benzo[b]thiophen-3-yl)oxy)piperidine-1-carboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 18h;91%
2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

aniline
62-53-3

aniline

2-methyl-N,2-diphenylpropanamide
58265-36-4

2-methyl-N,2-diphenylpropanamide

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate In acetonitrile at 23℃; for 0.666667h;91%
N-hydroxyphthalimide
524-38-9

N-hydroxyphthalimide

2-methyl-2-phenylpropionic acid
826-55-1

2-methyl-2-phenylpropionic acid

1,3-dioxoisoindolin-2-yl 2-methyl-2-phenylpropanoate

1,3-dioxoisoindolin-2-yl 2-methyl-2-phenylpropanoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;91%
Stage #1: N-hydroxyphthalimide; 2-methyl-2-phenylpropionic acid With dmap In dichloromethane for 0.0833333h; Inert atmosphere;
Stage #2: With diisopropyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere;
90%
With dmap; diisopropyl-carbodiimide In tetrahydrofuran at 20℃; Inert atmosphere;87%
With dmap; diisopropyl-carbodiimide In dichloromethane
With diisopropyl-carbodiimide In dichloromethane

826-55-1Relevant articles and documents

-

Prijs

, p. 780 (1952)

-

Palladium-Catalyzed Distal m-C-H Functionalization of Arylacetic Acid Derivatives

Srinivas, Dasari,Satyanarayana, Gedu

supporting information, p. 7353 - 7358 (2021/10/01)

Herein, we present m-C-H olefination on derivatives of phenylacetic acids by tethering with a simple nitrile-based template through palladium catalysis. Notably, the versatility of the method is evaluated with a wide range of phenylacetic acid derivatives for obtaining the meta-olefination products in fair to excellent yields with outstanding selectivities under mild conditions. Significantly, the present strategy is successfully exemplified for the synthesis of drugs/natural product analogues (naproxen, ibuprofen, paracetamol, and cholesterol).

Achiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class i HDAC Enzymes and Cancer Cell Proliferation

Tng, Jiahui,Lim, Junxian,Wu, Kai-Chen,Lucke, Andrew J.,Xu, Weijun,Reid, Robert C.,Fairlie, David P.

supporting information, p. 5956 - 5971 (2020/06/05)

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clinical trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogues incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC50 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86 was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Molecular modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

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