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761404-85-7

Basic Information
CAS No.: 761404-85-7
Name: Trityl olMesartan acid
Article Data: 12
Molecular Structure:
Molecular Structure of 761404-85-7 (Trityl olMesartan acid)
Formula: C43H40N6O3
Molecular Weight: 688.829
Synonyms: OMST-B
Density: 1.22±0.1 g/cm3(Predicted)
Boiling Point: 901.0±75.0 °C(Predicted)
PSA: 118.95000
LogP: 7.97020
Synthetic route
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

761404-85-7

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

Conditions
ConditionsYield
With potassium hydroxide In N,N-dimethyl acetamide at 20℃; for 2h; Inert atmosphere;98.11%
Stage #1: 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 With potassium hydroxide In isopropyl alcohol at 60℃; for 4h;
Stage #2: With hydrogenchloride In water
90%
Stage #1: 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 With potassium hydroxide In water; isopropyl alcohol at 60℃; for 4h;
Stage #2: With hydrogenchloride In water
90%
124750-51-2

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

144689-93-0

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

A

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

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

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%
124750-51-2

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

761404-85-7

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl acetamide; acetone / 10 h / Reflux
2: potassium hydroxide / water; isopropyl alcohol / 4 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetone; N,N-dimethyl acetamide / 10 h / Reflux
2: potassium hydroxide / isopropyl alcohol / 4 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: lithium hydroxide / acetonitrile / 5 h / 70 - 75 °C / Autoclave
2: potassium hydroxide; water / 30 - 45 °C
View Scheme
144689-93-0

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

761404-85-7

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl acetamide; acetone / 10 h / Reflux
2: potassium hydroxide / water; isopropyl alcohol / 4 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / acetone; N,N-dimethyl acetamide / 10 h / Reflux
2: potassium hydroxide / isopropyl alcohol / 4 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: lithium hydroxide / acetonitrile / 5 h / 70 - 75 °C / Autoclave
2: potassium hydroxide; water / 30 - 45 °C
View Scheme
76-83-5

trityl chloride

olmesartan

761404-85-7

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

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In water; acetone at 48 - 52℃; for 2h; Product distribution / selectivity;
761404-85-7

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

(1-adamantyl)carbonyloxymethyl halide

(1-adamantyl)carbonyloxymethyl halide

1304676-48-9

(1-adamantyl)carbonyloxymethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(1-trityltetrazol-5-yl)phenyl]phenylmethyl}imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 20℃; for 0.5h;
Stage #2: (1-adamantyl)carbonyloxymethyl halide In N,N-dimethyl acetamide at 70℃; for 2h;
95.4%
761404-85-7

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

99464-83-2

1-chloroethyl cyclohexyl carbonate

1337980-10-5

1-{[(cyclohexyloxy)carbonyl]oxy}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
With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 70℃; for 2h;95%
761404-85-7

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

80841-78-7

4-chloromethyl-5-methyl-1,3-dioxol-2-one

144690-92-6

trityl olmesartan medoxomil

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 0 - 45℃; for 3h; Inert atmosphere;94%
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; Autoclave;
Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium iodide In N,N-dimethyl-formamide at 20℃;
91.6%
With potassium carbonate; potassium iodide In acetone Product distribution / selectivity; Reflux;
In water; acetone at 48 - 52℃; for 5h; Product distribution / selectivity;
With potassium bromide In N,N-dimethyl acetamide at 15 - 50℃; for 8.6h; Time; Green chemistry;23.2 g
761404-85-7

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

[1-(benzoyloxy)]ethyl halide

[1-(benzoyloxy)]ethyl halide

1301629-88-8

[1-(benzoyloxy)]ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(1-trityltetrazol-5-yl)phenyl]phenylmethyl}imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 20℃; for 0.5h;
Stage #2: [1-(benzoyloxy)]ethyl halide In N,N-dimethyl acetamide at 70℃; for 2h;
88.9%
761404-85-7

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

[1-(cyclohexylcarbonyloxy)]ethyl halide

[1-(cyclohexylcarbonyloxy)]ethyl halide

1304689-26-6

[1-(cyclohexylcarbonyloxy)]ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(1-trityltetrazol-5-yl)phenyl]phenylmethyl}imidazole-5-carboxylate

Conditions
ConditionsYield
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 20℃; for 0.5h;
Stage #2: [1-(cyclohexylcarbonyloxy)]ethyl halide In N,N-dimethyl acetamide at 70℃; for 2h;
88.2%
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