Product Name

  • Name

    Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate

  • EINECS 1592732-453-0
  • CAS No. 144689-93-0
  • Article Data10
  • CAS DataBase
  • Density 1.131 g/cm3
  • Solubility
  • Melting Point 98-100°C
  • Formula C12H20N2O3
  • Boiling Point 456.2 °C at 760 mmHg
  • Molecular Weight 240.302
  • Flash Point 229.7 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 144689-93-0 (Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate)
  • Hazard Symbols
  • Synonyms 1H-Imidazole-4-carboxylicacid, 5-(1-hydroxy-1-methylethyl)-2-propyl-, ethyl ester (9CI);2-Propyl-5-(1-hydroxy-1-methylethyl)-3H-imidazole-4-carboxylic acid ethyl ester;
  • PSA 75.21000
  • LogP 1.76630

Synthetic route

methyl bromide
74-83-9

methyl bromide

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With iodine; magnesium In dichloromethane at 15 - 25℃; for 2h;97.5%
methylmagnesium bromide
75-16-1

methylmagnesium bromide

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
In diethyl ether; dichloromethane at 10 - 15℃; for 1h;95%
ethanol
64-17-5

ethanol

C10H14N2O2
849206-42-4

C10H14N2O2

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: ethanol; C10H14N2O2 With sulfuric acid at 40 - 50℃;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Product distribution / selectivity;		92%
methylmagnesium chloride
676-58-4

methylmagnesium chloride

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: methylmagnesium chloride; diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate In tetrahydrofuran at -10 - 0℃; for 0.166667h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; dichloromethane		85%
Stage #1: methylmagnesium chloride; diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate In tetrahydrofuran; toluene for 6.5h; Inert atmosphere; Cooling with ice;
Stage #2: With hydrogenchloride In tetrahydrofuran; water; toluene pH=7;
In tetrahydrofuran at 60℃; for 2h;4.81 g
4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid
144690-04-0

4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid

ethanol
64-17-5

ethanol

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid; ethanol With thionyl chloride Reflux;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Product distribution / selectivity;		85%
methylene chloride
74-87-3

methylene chloride

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: methylene chloride With magnesium In tetrahydrofuran for 0.5h; Reflux;
Stage #2: diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate In tetrahydrofuran at 30℃; for 2.5h; Solvent; Temperature;		80%
Stage #1: methylene chloride With magnesium at 55 - 60℃; for 1h; Inert atmosphere;
Stage #2: diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate at 0℃; for 8h;
2-propyl-1H-imidazole-4,5-dicarboxylic acid
58954-23-7

2-propyl-1H-imidazole-4,5-dicarboxylic acid

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 86 percent / HCl / Ambient temperature
2: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
View Scheme
2-propylimidazole-4,5-dicarbonitrile
51802-42-7

2-propylimidazole-4,5-dicarbonitrile

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / 6N aq. HCl / 8 h / Heating
2: 86 percent / HCl / Ambient temperature
3: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C
View Scheme
2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate
144689-94-1

2-propyl-1H-imidazole-4, 5-diethyl azodicarboxylate

A

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

B

ethyl 2-butyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate
144689-92-9

ethyl 2-butyl-4-(1-hydroxy-1-methylethyl)imidazole-5-carboxylate

Conditions
ConditionsYield
With methylmagnesium bromide In tetrahydrofuran
diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate hydrochloride

diethyl 2-propyl-1H-imidazole-4,5-dicarboxylate hydrochloride

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide; sodium chloride / water / 1 h / Cooling with ice
2.1: toluene; tetrahydrofuran / 6.5 h / Inert atmosphere; Cooling with ice
2.2: pH 7
View Scheme
4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid
144690-04-0

4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dicyclohexyl-carbodiimide / acetone / 48 h / 20 °C
2: sodium hydroxide; water / acetone / Reflux
3: thionyl chloride / Reflux
View Scheme
C10H14N2O2
849206-42-4

C10H14N2O2

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; water / acetone / Reflux
2: thionyl chloride / Reflux
View Scheme
5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole

5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one
80715-22-6

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

trityl olmesartan medoxomil
144690-92-6

trityl olmesartan medoxomil

Conditions
ConditionsYield
Stage #1: 5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole; ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With tert-butylamine hydrobromide; potassium carbonate In acetone at 0 - 55℃; for 32h;
Stage #2: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one With potassium carbonate; potassium iodide In acetone at 20 - 55℃; for 3h;		98.5%
...Expand
5-(2',3',5',6'-tetra-[2H]-4'-(bromomethyl)biphenyl-2-yl)-1-trityl-1H-tetrazole
1330277-14-9

5-(2',3',5',6'-tetra-[2H]-4'-(bromomethyl)biphenyl-2-yl)-1-trityl-1H-tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2',3',5',6'-tetra-[2H]-2'-(1-trithyl-1H-terazol-5-yl)-biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylate
1420880-39-2

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2',3',5',6'-tetra-[2H]-2'-(1-trithyl-1H-terazol-5-yl)-biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With potassium tert-butylate In N,N-dimethyl-formamide for 0.333333h; Cooling with ice;
Stage #2: 5-(2',3',5',6'-tetra-[2H]-4'-(bromomethyl)biphenyl-2-yl)-1-trityl-1H-tetrazole In N,N-dimethyl-formamide at 20℃; for 2.5h;		96.5%
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carbohydrazide

4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carbohydrazide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 16h; Reflux;95.3%
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid
144690-04-0

4-(1-hydroxy-1-methylethyl)-2-propyl imidazole-5-carboxylic acid

Conditions
ConditionsYield
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With water; sodium hydroxide In acetone for 3h; Reflux;
Stage #2: With hydrogenchloride In water at 10℃; pH=6.5;		95%
With sodium hydroxide In water; acetone at 110℃; for 3h;82%
N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole
124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate
144690-33-5

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole; ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With potassium carbonate In butanone at 60℃; for 2h;
Stage #2: With N,N-dimethyl acetamide In butanone at 45℃; for 4h;		93.8%
With tetrabutylammomium bromide; potassium carbonate In acetone at 50 - 60℃; for 20h; Green chemistry;90.7%
With potassium carbonate In acetonitrile for 7h; Heating / reflux;89%
N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole
124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

A

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate
144690-33-5

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate

B

4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid
761404-85-7

4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid

C

C45H42N6O2

C45H42N6O2

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl acetamide at 60 - 65℃; for 6h; Solvent; Reagent/catalyst;A 89.6%
B 0.02%
C 0.02%
...Expand
1-bromomethyl-4-bromobenzene
589-15-1

1-bromomethyl-4-bromobenzene

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

3-(4-bromobenzyl)-5-(1-hydroxy-1-methylethyl)-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
685091-51-4

3-(4-bromobenzyl)-5-(1-hydroxy-1-methylethyl)-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl acetamide at 20℃; for 18h; Product distribution / selectivity;89%
With potassium carbonate In DMA at 20℃; for 18h; Product distribution / selectivity;89%
With potassium carbonate In N,N-dimethyl acetamide for 48h;47%
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1.16667h; Product distribution / selectivity;45%
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: 1-bromomethyl-4-bromobenzene In N,N-dimethyl-formamide for 1h; Product distribution / selectivity;		45%
2'-<2-(triphenylmethyl)-1H-tetrazol-5-yl><1,1'-biphenyl>-4-methanol
135050-95-2

2'-<2-(triphenylmethyl)-1H-tetrazol-5-yl><1,1'-biphenyl>-4-methanol

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate
172875-59-1

ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 10℃; for 0.5h; Reagent/catalyst; Solvent; Cooling with ice;89%
1-benzyl-5-[4'-(bromomethyl)biphenyl-2-yl]-1H-tetrazole

1-benzyl-5-[4'-(bromomethyl)biphenyl-2-yl]-1H-tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 1-{[2′-(1-benzyl-1H-tetrazol-5-yl)-1,1′-biphenyl-4-yl]methyl}-4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 1-{[2′-(1-benzyl-1H-tetrazol-5-yl)-1,1′-biphenyl-4-yl]methyl}-4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 25 - 84℃; for 18h;83%
With potassium carbonate In acetonitrile at 84℃; for 18h;83.2%
With tetrabutylammomium bromide; potassium carbonate In acetone at 0 - 45℃; for 20.25h;165 g
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
133051-88-4

N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate
172875-59-1

ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃; for 24h;83%
With potassium tert-butylate 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h; Yield given. Multistep reaction;
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole In N,N-dimethyl-formamide at 20 - 60℃; for 6h;
N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole
124750-51-2

N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate
172875-59-1

ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With potassium carbonate; tetrabutylammomium bromide In acetone at 20℃; for 1h;
Stage #2: N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole In acetone for 14h; Heating / reflux;		80%
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

4-bromomethylphenylboronic acid pinacol ester
138500-85-3

4-bromomethylphenylboronic acid pinacol ester

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)-1H-imidazole-5-carboxylate

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; Sealed tube;64.9%
5-[4'-(chloromethyl)biphenyl-2-yl]-1-(2,4-dimethoxybenzyl)-1Htetrazole

5-[4'-(chloromethyl)biphenyl-2-yl]-1-(2,4-dimethoxybenzyl)-1Htetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 1-({2'-[1-(2,4-dimethoxybenzyl)-1H-tetrazol-5-yl]biphenyl-4-yl}methyl)-4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 1-({2'-[1-(2,4-dimethoxybenzyl)-1H-tetrazol-5-yl]biphenyl-4-yl}methyl)-4-(1-hydroxy-1-methylethyl)-2-propyl-1H-imidazole-5-carboxylate

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In acetone at 0 - 65℃; for 89h;50%
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester
114772-40-6

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate
144689-20-3

ethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

Conditions
ConditionsYield
With potassium tert-butylate 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h; Yield given. Multistep reaction;
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-isopropenyl-2-propylimidazole-5-carboxylate
157356-73-5

ethyl 4-isopropenyl-2-propylimidazole-5-carboxylate

Conditions
ConditionsYield
With pyridine; trichlorophosphate 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h; Yield given. Multistep reaction;
1-(2-trimethylsilylethoxymethyl)-5-(4'-bromomethylbiphenyl-2-yl)-1H-tetrazole
1004758-90-0

1-(2-trimethylsilylethoxymethyl)-5-(4'-bromomethylbiphenyl-2-yl)-1H-tetrazole

2-(2-trimethylsilylethoxy)methyl-5-(4'-bromomethylbiphenyl-2-yl)-2H-tetrazole
1004758-92-2

2-(2-trimethylsilylethoxy)methyl-5-(4'-bromomethylbiphenyl-2-yl)-2H-tetrazole

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

A

ethyl 5-(1-hydroxy-1-methylethyl)-2-propyl-3-[[4-[2-(2-(2-trimethylsilylethoxymethyl)-2H-tetrazol-5-yl)phenyl]phenyl]methyl]-3H-imidazole-4-carboxylate

ethyl 5-(1-hydroxy-1-methylethyl)-2-propyl-3-[[4-[2-(2-(2-trimethylsilylethoxymethyl)-2H-tetrazol-5-yl)phenyl]phenyl]methyl]-3H-imidazole-4-carboxylate

B

ethyl 5-(1-hydroxy-1-methylethyl)-2-propyl-3-[[4-[2-(1-(2-trimethylsilylethoxymethyl)-1H-tetrazol-5-yl)phenyl]phenyl]methyl]-3H-imidazole-4-carboxylate

ethyl 5-(1-hydroxy-1-methylethyl)-2-propyl-3-[[4-[2-(1-(2-trimethylsilylethoxymethyl)-1H-tetrazol-5-yl)phenyl]phenyl]methyl]-3H-imidazole-4-carboxylate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 17h;
...Expand
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

ethyl 4-isopropyl-2-propylimidazole-5-carboxylate
172875-51-3

ethyl 4-isopropyl-2-propylimidazole-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
2: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
View Scheme
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
2: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
4: 82 percent / HCl / dioxane / 16 h / Ambient temperature
5: 100 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
2: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
3: 92 percent / HCl / dioxane / 16 h / Ambient temperature
4: 94 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
172875-76-2

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
2: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
4: 82 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester
172875-80-8

3-(2'-Carboxy-biphenyl-4-ylmethyl)-5-isopropenyl-2-propyl-3H-imidazole-4-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
2: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
3: 92 percent / HCl / dioxane / 16 h / Ambient temperature
View Scheme
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
2: 92 percent / HCl / dioxane / 16 h / Ambient temperature
3: 91 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate
144689-93-0

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

XF 818

XF 818

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 1.) POCl3, 2.) pyridine / 1.) benzene, reflux, 1 h, 2.) benzene, reflux, 1 h
2: 93 percent / H2 / 10percent Pd/C / methanol / 3 h / Ambient temperature
3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h
4: 93 percent / 25percent aq. AcOH / 2.5 h / 80 °C
5: 89 percent / LiOH*H2O / dioxane; H2O / 5 h / Ambient temperature
View Scheme

Ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-imidazole-5-carboxylate Specification

The [5-(1-Hydroxyl-1-methylethyl)-2-propyl-imidazol-4-yl]carboxylic acid ethyl ester, with its CAS registry number 144689-93-0, has the systematic name of ethyl 5-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-4-carboxylate. As to its usage, it is usually applied in the intermediate of antihypertensive agent of Olmesartan, with its product categories including Intermediatesof; Imidazol&Benzimidazole; API intermediates. 

The physical properties of this chemical are as below: (1)ACD/LogP: 1.95; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1; (4)ACD/LogD (pH 7.4): 1; (5)ACD/BCF (pH 5.5): 2; (6)ACD/BCF (pH 7.4): 2; (7)ACD/KOC (pH 5.5): 54; (8)ACD/KOC (pH 7.4): 58; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 75.21 ; (13)Index of Refraction: 1.521; (14)Molar Refractivity: 64.655 cm3; (15)Molar Volume: 212.39 cm3; (16)Polarizability: 25.631×10-24 cm3; (17)Surface Tension: 44.004 dyne/cm; (18)Density: 1.131 g/cm3; (19)Flash Point: 229.723 °C; (20)Enthalpy of Vaporization: 75.462 kJ/mol; (21)Boiling Point: 456.234 °C at 760 mmHg. 

In addition, you could convert the following datas into the molecular structure:
(1)SMILES:O=C(OCC)c1nc(nc1C(O)(C)C)CCC
(2)InChI:InChI=1/C12H20N2O3/c1-5-7-8-13-9(11(15)17-6-2)10(14-8)12(3,4)16/h16H,5-7H2,1-4H3,(H,13,14) 
(3)InChIKey:KZBJJAFGNMRRHN-UHFFFAOYAT

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