2-Butyl-4-chloro-5-hydroxymethyl-1-[[2'-(1H-2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]imidazole

Base Information

• Chemical Name: 2-Butyl-4-chloro-5-hydroxymethyl-1-[[2'-(1H-2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]imidazole
• CAS No.: 124751-00-4
• Molecular Formula: C41H37 Cl N6 O
• Molecular Weight: 665.237
• Mol file: 124751-00-4.mol

Synonyms:1-[2-Butyl-5-chloro-3-[[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-3H-imidazol-4-yl]methanol;Trityllosartan;[2-Butyl-5-chloro-3-[[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-3H-imidazol-4-yl]methanol

Chemical Property of 2-Butyl-4-chloro-5-hydroxymethyl-1-[[2'-(1H-2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]imidazole

Chemical Property:

• Melting Point: 122-124°C
• Boiling Point: 856.623oC at 760 mmHg
• PKA: 13.66±0.10(Predicted)
• Flash Point: 471.868oC
• PSA: 81.65000
• Density: 1.225g/cm3
• LogP: 8.58040
• Storage Temp.: Refrigerator
• Solubility.: Chloroform

Purity/Quality:

99% ^*data from raw suppliers

2-BUTYL-4-CHLORO-5-(HYDROXYMETHYL)-1-([2'-[(TRIPHENYLMETHYL)TETRAZOLE-5-YL]BIPHENYL-4-YL]METHYL) IMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Trityllosartan, is an impurity of Losartan (L470500), a nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive. Intermediate in the preparation of Losartan impurities

Technology Process of 2-Butyl-4-chloro-5-hydroxymethyl-1-[[2'-(1H-2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]imidazole

There total 12 articles about 2-Butyl-4-chloro-5-hydroxymethyl-1-[[2'-(1H-2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl]methyl]imidazole 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: 98.5%

trityl chloride (76-83-5) + lorsartan (114798-26-4) → 2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol (124751-00-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.freeradbiomed.2020.08.007

Reference yield: 90.0%

2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxaldehyde (120568-18-5) → 2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol (124751-00-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.8b00462

Reference yield: 83.0%

trityl chloride (76-83-5) + cozaar (124750-99-8) → 2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol (124751-00-4)

Guidance literature:

With triethylamine; at 20 ℃; for 21h;

DOI:10.3390/molecules25081872

upstream raw materials:

2-n-butyl-4-chloro-5-hydroxymethylimidazole

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

C₄₁H₃₈N₆O

trityl chloride

Downstream raw materials:

lorsartan

2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxaldehyde

2-butyl-4-chloro-5-(methoxymethyl)-1-[[2'-[tetrazole-5-yl]biphenyl-4-yl]methyl]imidazole

2-butyl-4-chloro-5-(azidomethyl)-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4yl)methyl]-1H-imidazole

Refernces

• 1、 Arksey, Natasha,Hadizad, Tayebeh,Ismail, Basma,Hachem, Maryam,Valdivia, Ana C.,Beanlands, Rob S.,Dekemp, Robert A.,Dasilva, Jean N.. "Synthesis and evaluation of the novel 2-[18F]fluoro-3-propoxy- triazole-pyridine-substituted losartan for imaging AT1 receptors". . p. 3931 - 3937. Retrieved 2014.
• 2、 McKinnell, R. Murray,Fatheree, Paul,Choi, Seok-Ki,Gendron, Roland,Jendza, Keith,Olson Blair, Brooke,Budman, Joe,Hill, Craig M.,Hegde, Laxminarayan G.,Yu, Cecile,McConn, Donavon,Hegde, Sharath S.,Marquess, Daniel G.,Klein, Uwe. "Discovery of TD-0212, an Orally Active Dual Pharmacology AT1 Antagonist and Neprilysin Inhibitor (ARNI)". supporting information. p. 86 - 91. Retrieved 2019/01/04.