2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Stage #1: 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde; N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole With potassium carbonate In N,N-dimethyl-formamide at 20 - 22℃; for 3h; Stage #2: With sodium tetrahydroborate In water; N,N-dimethyl-formamide at 48 - 52℃; for 3.08333h; | 99.2% |
With potassium carbonate In N,N-dimethyl acetamide | |
With potassium carbonate In N,N-dimethyl acetamide |
trityl chloride
cozaar
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; | 91% |
2-n-butyl-4-chloro-5-hydroxymethylimidazole
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 10h; | 80% |
n-Butyl chloride
2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-carboxaldehyde
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With sodium borohydrid In water; ethyl acetate | 72% |
With sodium borohydrid In water; ethyl acetate | 72% |
2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-carboxaldehyde
3-<3,4-bis(benzyloxy)phenyl>-1-aminopropane
A
[3-(3,4-bis-benzyloxy-phenyl)propyl](2-n-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-ylmethyl)amine
B
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Stage #1: 2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-carboxaldehyde; 3-<3,4-bis(benzyloxy)phenyl>-1-aminopropane With magnesium sulfate In dichloromethane at 20℃; for 17h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 20℃; for 4h; Inert atmosphere; | A 34% B 40% |
n-Butyl chloride
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
5-(4'-Methanesulfonyloxymethyl-1,1'-biphenyl-2-yl)-2-triphenylmethyl-2H-tetrazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With sodium borohydrid In water; ethyl acetate; acetone | 28% |
With sodium borohydrid In water; ethyl acetate; acetone | 28% |
2-n-butyl-4-chloro-5-hydroxymethylimidazole
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
A
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide Product distribution; Ambient temperature; various ratios of reagents; | |
With potassium carbonate In N,N-dimethyl-formamide Ambient temperature; |
trityl chloride
2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-carboxaldehyde
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In dichloromethane at 25℃; for 24h; Yield given; |
2-trityl-5-phenyl-2H-tetrazole
2-n-Butyl-4-chloro-1-(4-bromobenzyl)-1H-imidazole-5-methanol
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
2-(2'-Triphenylmethyl-2'H-tetrazol-5'-yl)-phenylboronic acid
2-n-Butyl-4-chloro-1-(4-bromobenzyl)-1H-imidazole-5-methanol
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran; water at 75℃; | |
With potassium carbonate; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 75℃; Mechanism; coupling rate effects of changing the initial composition; coupling rate effect of isomeric impurity of the aryl bromide; |
2-n-butyl-4-chloro-5-hydroxymethylimidazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / N,N-dimethyl-acetamide View Scheme | |
Multi-step reaction with 3 steps 1: 77 percent / 1.0 N aq. ceric ammonium nitrate / acetic acid / 3 h / 25 °C 2: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 3: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
trityl chloride
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran / 0.5 h View Scheme |
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) K2CO3, 2.) NaBH4 / 1.) dimethylacetamide, -10 deg C, 2 h; room temp., 2 h, 2.) MeOH, room temp., 1 h View Scheme | |
Multi-step reaction with 2 steps 1: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 2: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
1-bromomethyl-4-bromobenzene
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: K2CO3 / N,N-dimethyl-acetamide View Scheme | |
Multi-step reaction with 2 steps 1: 1.) K2CO3, 2.) NaBH4 / 1.) dimethylacetamide, -10 deg C, 2 h; room temp., 2 h, 2.) MeOH, room temp., 1 h View Scheme |
5-phenyl-2H-1,2,3,4-tetrazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran / 0.5 h View Scheme |
2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: tetrahydrofuran / 2 h / 20 °C 2: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 3: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 4: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme | |
Multi-step reaction with 6 steps 1: tetrahydrofuran / 2 h / 20 °C 2: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 3: 1.) tributyltin chloride, sodium azide, 2.) 10 N aq. sodium hydroxide / 1.) toluene, reflux, 70 h, 20 deg C, 3 h 4: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 5: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 6: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
2-Cyano-4'-methylbiphenyl
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 2: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme | |
Multi-step reaction with 4 steps 1: 1.) tributyltin chloride, sodium azide, 2.) 10 N aq. sodium hydroxide / 1.) toluene, reflux, 70 h, 20 deg C, 3 h 2: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 3: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 4: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme |
N-(2-hydroxy-1,1-dimethyl)-2-methoxybenzamide
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: thionyl chloride / 1 h / 25 °C 2: tetrahydrofuran / 2 h / 20 °C 3: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 4: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 5: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme | |
Multi-step reaction with 7 steps 1: thionyl chloride / 1 h / 25 °C 2: tetrahydrofuran / 2 h / 20 °C 3: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 4: 1.) tributyltin chloride, sodium azide, 2.) 10 N aq. sodium hydroxide / 1.) toluene, reflux, 70 h, 20 deg C, 3 h 5: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 6: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 7: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
4,4-dimethyl-2-(4'-methyl-biphenyl-2-yl)-4,5-dihydrooxazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 2: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 3: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme | |
Multi-step reaction with 5 steps 1: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 2: 1.) tributyltin chloride, sodium azide, 2.) 10 N aq. sodium hydroxide / 1.) toluene, reflux, 70 h, 20 deg C, 3 h 3: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 4: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 5: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
N-(trityl)-5-[4΄-(methyl)biphenyl-2-yl]-2H-tetrazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 2: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 3: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 2: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
2-Methoxybenzoic acid
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1: 95 percent / thionyl chloride / 18 h / 20 °C 2: CH2Cl2 / 2 h / 20 °C 3: thionyl chloride / 1 h / 25 °C 4: tetrahydrofuran / 2 h / 20 °C 5: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 6: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 7: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme | |
Multi-step reaction with 9 steps 1: 95 percent / thionyl chloride / 18 h / 20 °C 2: CH2Cl2 / 2 h / 20 °C 3: thionyl chloride / 1 h / 25 °C 4: tetrahydrofuran / 2 h / 20 °C 5: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 6: 1.) tributyltin chloride, sodium azide, 2.) 10 N aq. sodium hydroxide / 1.) toluene, reflux, 70 h, 20 deg C, 3 h 7: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 8: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 9: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
2-Methoxybenzoyl chloride
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: CH2Cl2 / 2 h / 20 °C 2: thionyl chloride / 1 h / 25 °C 3: tetrahydrofuran / 2 h / 20 °C 4: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 5: N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 6: 1.) sodium methoxide / 1.) DMF, 25 deg C, 0.25 h, 2.) DMF, 40 deg C, 4 h View Scheme | |
Multi-step reaction with 8 steps 1: CH2Cl2 / 2 h / 20 °C 2: thionyl chloride / 1 h / 25 °C 3: tetrahydrofuran / 2 h / 20 °C 4: 96 percent / pyridine, phosphorus oxychloride / 3 h / 100 °C 5: 1.) tributyltin chloride, sodium azide, 2.) 10 N aq. sodium hydroxide / 1.) toluene, reflux, 70 h, 20 deg C, 3 h 6: 92 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl4 / 3 h / Heating 7: 49 percent / potassium carbonate / dimethylformamide / 24 h / 25 °C 8: sodium borohydride / CH2Cl2 / 24 h / 25 °C View Scheme |
1H-imidazole
2-(2'-Triphenylmethyl-2'H-tetrazol-5'-yl)-phenylboronic acid
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran; formaldehyde diethyl acetal; water | 15.5 g (93%) |
With tributylphosphine; potassium carbonate In tetrahydrofuran; formaldehyde diethyl acetal; water | 15.5 g (93%) |
With potassium carbonate In tetrahydrofuran; formaldehyde diethyl acetal; water |
2-methylpropyl acetate
pyrographite
2-(2'-Triphenylmethyl-2'H-tetrazol-5'-yl)-phenylboronic acid
2-n-Butyl-4-chloro-1-p-bromobenzyl-1H-imidazole-5-carboxaldehyde
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With sodium borohydrid; nitrogen; tetrabutylammomium bromide; magnesium sulfate; potassium carbonate; thiourea; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) In water; toluene | |
With sodium borohydrid; nitrogen; tetrabutylammomium bromide; magnesium sulfate; potassium carbonate; thiourea; triphenylphosphine; tris-(dibenzylideneacetone)dipalladium(0) In water; toluene |
4-bromobenzenemethanol
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: nitrogen / tetrakis(triphenylphosphine)palladium (0) / toluene 2: potassium carbonate / N,N-dimethyl acetamide 3: sodium borohydrid / water; ethyl acetate; acetone View Scheme |
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
1-bromomethyl-4-bromobenzene
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl acetamide; water; toluene 2: sodium borohydrid; nitrogen; tetrabutylammomium bromide; magnesium sulfate; potassium carbonate; thiourea; triphenylphosphine / tris-(dibenzylideneacetone)dipalladium(0) / water; toluene View Scheme |
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazole
Conditions | Yield |
---|---|
With sulfuric acid In water; acetonitrile for 0.583333h; Ambient temperature; | 95% |
Stage #1: 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol With hydrogenchloride In water; acetonitrile at 18 - 20℃; for 5h; Stage #2: With sodium hydroxide In water pH=12.3 - 12.7; | 90.5% |
With hydrogenchloride In dichloromethane; water at 25 - 35℃; for 1 - 1.5h; Product distribution / selectivity; |
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
lorsartan
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran at 25℃; for 4h; | 89% |
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
cozaar
Conditions | Yield |
---|---|
With potassium carbonate In methanol for 12h; Product distribution / selectivity; Heating / reflux; | 82% |
With potassium tert-butylate In methanol; isopropyl alcohol for 9h; Product distribution / selectivity; Heating / reflux; | 81% |
With potassium tert-butylate In methanol for 8h; Heating / reflux; | 78% |
With potassium tert-butylate In methanol for 8h; Heating / reflux; | 78% |
With potassium tert-butylate In methanol; tert-butyl alcohol for 9h; Product distribution / selectivity; Heating / reflux; | 78% |
3,5-di-tert-butyl-4-hydroxyphenyl acetic acid
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
(3,5-di-tert-butyl-4-hydroxyphenyl)-acetic acid 2-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)biphenyl-4-ylmethyl]-3H-imidazol-4-yl methyl ester
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In diethyl ether at 20℃; for 12h; Mitsunobu reaction; Inert atmosphere; | 63% |
3-(3,4-bis(benzyloxy)phenyl)propanoic acid
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
C64H57ClN6O4
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In diethyl ether at 20℃; for 12h; Mitsunobu reaction; Inert atmosphere; | 63% |
4-(benzyloxy)-3,5-dimethoxybenzoic acid
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
4-benzyloxy-3,5-dimethoxybenzoic acid 5-chloro-2-butyl-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazol-4-yl methyl ester
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In diethyl ether at 20℃; for 12h; Mitsunobu reaction; Inert atmosphere; | 62% |
dodecyl mesylate
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
Stage #1: 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Stage #2: dodecyl mesylate In tetrahydrofuran for 24h; Inert atmosphere; Reflux; | 45% |
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
6-tert-butyl(dimethyl)silyloxy-2,5,7,8-tetramethyl-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid
6-(tert-butyl-dimethyl-silanyloxy)-2,5,7,8-tetramethylchroman-2-carboxylic acid 2-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)biphenyl-4-ylmethyl]-3H-midazol-4-yl methyl ester
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In diethyl ether at 20℃; for 12h; Mitsunobu reaction; Inert atmosphere; | 42% |
4-hydroxy-benzaldehyde
2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 18h; Mitsunobu Displacement; Cooling with ice; | 35% |
The Trityl Losartan with CAS registry number of 133909-99-6 is also known as 2-Butyl-4-chloro-1-[2'-[2-(triphenylmethyl)-2H-tetrazol-5-yl]-1,1'-biphenyl-4-yl]-1H-imidazole-5-methanol. The systematic name is (2-Butyl-4-chloro-1-{[2'-(2-trityl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-imidazol-5-yl)methanol. Its EINECS registry number is 412-420-5. In addition, the formula is C41H37ClN6O and the molecular weight is 665.23.
Physical properties about Trityl Losartan are: (1)ACD/LogP: 8.45; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 8.42; (4)ACD/LogD (pH 7.4): 8.45; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 872888.94; (8)ACD/KOC (pH 7.4): 937635.38; (9)#H bond acceptors: 7; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 13; (12)Index of Refraction: 1.656; (13)Molar Refractivity: 199.59 cm3; (14)Molar Volume: 542.9 cm3; (15)Surface Tension: 49.8 dyne/cm; (16)Density: 1.22 g/cm3; (17)Flash Point: 471.9 °C; (18)Enthalpy of Vaporization: 130.44 kJ/mol; (19)Boiling Point: 856.6 °C at 760 mmHg; (20)Vapour Pressure: 2.96E-31 mmHg at 25 °C.
When you are using this chemical, please be cautious about it. As a chemical, it may cause long-term adverse effects in the aquatic environment. During using it, avoid release to the environment refer to special instructions/safety data sheet.
You can still convert the following datas into molecular structure:
1. SMILES: Clc1nc(n(c1CO)Cc2ccc(cc2)c7ccccc7c3nn(nn3)C(c4ccccc4)(c5ccccc5)c6ccccc6)CCCC
2. InChI: InChI=1/C41H37ClN6O/c1-2-3-23-38-43-39(42)37(29-49)47(38)28-30-24-26-31(27-25-30)35-21-13-14-22-36(35)40-44-46-48(45-40)41(32-15-7-4-8-16-32,33-17-9-5-10-18-33)34-19-11-6-12-20-34/h4-22,24-27,49H,2-3,23,28-29H2,1H3
3. InChIKey: QQPGGBNMTNDKEY-UHFFFAOYAZ
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