5-(4'-(Bromomethyl)-[1,1'-biphenyl]-2-YL)-2-trityl-2H-tetrazole

Base Information

• Chemical Name: 5-(4'-(Bromomethyl)-[1,1'-biphenyl]-2-YL)-2-trityl-2H-tetrazole
• CAS No.: 133051-88-4
• Molecular Formula: C33H25 Br N4
• Molecular Weight: 557.492
• European Community (EC) Number: 700-096-0
• Nikkaji Number: J3.129.354E
• Mol file: 133051-88-4.mol

Synonyms:133051-88-4;5-[2-[4-(bromomethyl)phenyl]phenyl]-2-trityltetrazole;5-(4'-(BROMOMETHYL)-[1,1'-BIPHENYL]-2-YL)-2-TRITYL-2H-TETRAZOLE;5-[4'-Bromomethyl-(1,1'-biphenyl)-2-yl]-2-triphenylmethyltetrazole;5-[4'-(bromomethyl)-[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-2h-tetrazole;5-[4'-(Bromomethyl)biphenyl-2-yl]-2-trityl-2H-tetrazole;5-[4'-(Bromomethyl)-1,1'-biphenyl-2-yl]-2-triphenylmethyl-2H-tetrazole;5-[4'-(Bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-2H-tetrazole;5-[4'-(bromomethyl)-[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-2H-1,2,3,4-tetrazole;SCHEMBL3875056;MFCD08274767;AKOS015911745;AS-73162;B5933;2-trityl-5-[4'-(bromomethyl)biphenyl-2-yl]-tetrazole;4-bromomethyl-[2'-(2-trityl-2h-tetrazol-5-yl)]biphenyl;4'-bromomethyl-2-(2-triphenylmethyl-tetrazol-5-yl)-biphenyl;4-bromomethyl-2'-(2-(triphenylmethyl)tetrazol-5-yl)-biphenyl;[4-[2-(3-triphenylmethyl-3h-tetrazol-5-yl)phenyl]phenyl]methylbromide;5-(4'-bromomethyl-1,1'-biphenyl-2-yl)-2-triphenylmethyl-2H-tetrazole;5-(4'-bromomethyl-1,1'-biphenyl-2-yl)-2triphenylmethyl-2H-tetrazole;5-[4-(Bromomethyl)-[1,1-biphenyl]-2-yl]-2-(triphenylmethyl)-2H-tetrazole;2H-Tetrazole,5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-;5-[4 inverted exclamation mark -Bromomethyl-(1,1 inverted exclamation mark -biphenyl)-2-yl]-2-triphenylmethyltetrazole;[2'-(2-Triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl bromide

Chemical Property of 5-(4'-(Bromomethyl)-[1,1'-biphenyl]-2-YL)-2-trityl-2H-tetrazole

Chemical Property:

• Melting Point: 135-137 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 718.4±70.0 °C(Predicted)
• PKA: -0.09±0.12(Predicted)
• PSA: 43.60000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 7.74220
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Methanol (Slightly, Heated)
• XLogP3: 8.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 556.12626
• Heavy Atom Count: 38
• Complexity: 660

Purity/Quality:

98%Min ^*data from raw suppliers

5-[4’-Bromomethyl-(1,1’-biphenyl)-2-yl]-2-triphenylmethyltetrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)N4N=C(N=N4)C5=CC=CC=C5C6=CC=C(C=C6)CBr
• Uses: An intermediate in the synthesis of Losartan and Valsartan.

Technology Process of 5-(4'-(Bromomethyl)-[1,1'-biphenyl]-2-YL)-2-trityl-2H-tetrazole

There total 19 articles about 5-(4'-(Bromomethyl)-[1,1'-biphenyl]-2-YL)-2-trityl-2H-tetrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

N-(trityl)-5-[4?-(methyl)biphenyl-2-yl]-2H-tetrazole (133909-97-4) → N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 3h; Heating;

DOI:10.1021/jm00112a031

Reference yield:

2-Cyano-4'-methylbiphenyl (114772-53-1) → N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: zinc chloride; sodium azide / dimethylformamide / 36 h / Heating

1.2: 96 percent / aq. HCl / dimethylformamide / 1 h / cooling

2.1: 91 percent / aq. NaOH / toluene / 3 h / 20 °C

3.1: 92 percent / N-bromosuccinimide; dibenzoyl peroxide / CCl₄ / 8 h / Heating

With sodium hydroxide; N-Bromosuccinimide; sodium azide; zinc(II) chloride; dibenzoyl peroxide; In tetrachloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/jccs.200700115

Reference yield:

5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole (120568-11-8) → N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / aq. NaOH / toluene / 3 h / 20 °C

2: 92 percent / N-bromosuccinimide; dibenzoyl peroxide / CCl₄ / 8 h / Heating

With sodium hydroxide; N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; toluene;

DOI:10.1002/jccs.200700115

upstream raw materials:

N-(trityl)-5-[4?-(methyl)biphenyl-2-yl]-2H-tetrazole

2-Cyano-4'-methylbiphenyl

5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole

2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl

Downstream raw materials:

Propyl-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-amine

3-benzoyl-2,6-dimethyl-4-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl)methoxy]pyridine

2-Propyl-3-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid ethyl ester

2-Propyl-1-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1H-imidazole-4-carboxylic acid ethyl ester

Refernces

• 1、 -. "1,(3,)5-substituted imidazoles, useful in the treatment of hypertension and methods for their preparation". Paragraph 0171. . Retrieved 2016/03/04.
• 2、 Agelis, George,Resvani, Amalia,Matsoukas, John,Durdagi, Serdar,Spyridaki, Katerina,Liapakis, George,Tumova, Tereza,Slaninova, Jirina,Giannopoulos, Panagiotis,Mavromoustakos, Thomas,Vlahakos, Demetrios. "The discovery of new potent non-peptide Angiotensin II AT1 receptor blockers: A concise synthesis, molecular docking studies and biological evaluation of N-substituted 5-butylimidazole derivatives". . p. 358 - 374,17. Retrieved 2020/07/30.