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CAS 873-75-6

(4-bromophenyl)methanol(4-Bromophenyl)methanol

Codes: IRBE-012, CAND-056, (XXVI)859946-1-c

Application context (from source-drug indications)

HypertensionAtorvastatin Calcium Hydrate/IrbesartanHyperlipidaemiaAtorvastatin Calcium Hydrate/IrbesartanHypertensionIrbesartan/TrichlormethiazideHypertensionAmlodipine Besylate/Candesartan CilexetilOesophageal diseaseIrbesartanHypertensionIrbesartanDiabetic nephropathyIrbesartanHypercholesterolaemiaIrbesartanAlbuminuriaIrbesartanType 2 diabetesIrbesartanHypertensionCandesartan CilexetilHeart failureCandesartan CilexetilEssential hypertensionCandesartan CilexetilMigraineCandesartan CilexetilCOVID-19Candesartan CilexetilManiaCandesartan CilexetilBiliary tract cancerTasurgratinibBile duct cancerTasurgratinibSolid tumourTasurgratinibCholangiocarcinomaTasurgratinibBreast cancerTasurgratinibHepatic function declineTasurgratinib

Source drugs (routes using this intermediate)

DrugTierExpiry
Atorvastatin Calcium Hydrate/IrbesartanTier C — Watch / trade-
Irbesartan/TrichlormethiazideTier C — Watch / trade-
Amlodipine Besylate/Candesartan CilexetilTier C — Watch / trade-
IrbesartanTier B — Position early-
Candesartan CilexetilTier B — Position early-
TasurgratinibTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Atorvastatin Calcium Hydrate/IrbesartanOptimised routesteps: 5total yield: 380.00 mg
1,4-dibromobenzene→4-bromobenzaldehyde→(4-bromophenyl)methanol→1-bromo-4-(bromomethyl)benzene→2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride→3-(4-bromobenzyl)-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one→(2-(1-trityl-1H-tetrazol-5-yl)phenyl)boronic acid
Irbesartan/TrichlormethiazideOptimised routesteps: 5total yield: 380.00 mg
1,4-dibromobenzene→4-bromobenzaldehyde→(4-bromophenyl)methanol→1-bromo-4-(bromomethyl)benzene→2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride→3-(4-bromobenzyl)-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one→(2-(1-trityl-1H-tetrazol-5-yl)phenyl)boronic acid
Amlodipine Besylate/Candesartan CilexetilOptimised routesteps: 12total yield: 36.80 mg
triethoxymethoxyethane→1-chloroethyl cyclohexyl carbonate→methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate→5-phenyl-2H-tetrazole→1-(4-methoxybenzyl)-5-phenyl-1H-tetrazole→4-bromobenzyl acetate→(2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl acetate→(2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methanol→5-(4'-(bromomethyl)-[1,1'-biphenyl]-2-yl)-1-(4-methoxybenzyl)-1H-tetrazole→methyl 2-((tert-butoxycarbonyl)((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)-3-nitrobenzoate→methyl 2-(((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)-3-nitrobenzoate→methyl 3-amino-2-(((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)benzoate→methyl 2-ethoxy-1-((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→2-ethoxy-1-((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid→1-(((cyclohexyloxy)carbonyl)oxy)ethyl 2-ethoxy-1-((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→(4-bromophenyl)methanol
IrbesartanOptimised routesteps: 5total yield: 380.00 mg
1,4-dibromobenzene→4-bromobenzaldehyde→(4-bromophenyl)methanol→1-bromo-4-(bromomethyl)benzene→2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one hydrochloride→3-(4-bromobenzyl)-2-butyl-1,3-diazaspiro[4.4]non-1-en-4-one→(2-(1-trityl-1H-tetrazol-5-yl)phenyl)boronic acid
Candesartan CilexetilOptimised routesteps: 12total yield: 36.80 mg
triethoxymethoxyethane→1-chloroethyl cyclohexyl carbonate→methyl 2-((tert-butoxycarbonyl)amino)-3-nitrobenzoate→5-phenyl-2H-tetrazole→1-(4-methoxybenzyl)-5-phenyl-1H-tetrazole→4-bromobenzyl acetate→(2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl acetate→(2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methanol→5-(4'-(bromomethyl)-[1,1'-biphenyl]-2-yl)-1-(4-methoxybenzyl)-1H-tetrazole→methyl 2-((tert-butoxycarbonyl)((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)-3-nitrobenzoate→methyl 2-(((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)-3-nitrobenzoate→methyl 3-amino-2-(((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)amino)benzoate→methyl 2-ethoxy-1-((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→2-ethoxy-1-((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid→1-(((cyclohexyloxy)carbonyl)oxy)ethyl 2-ethoxy-1-((2'-(1-(4-methoxybenzyl)-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate→(4-bromophenyl)methanol

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