N2-Tritylolmesartan medoxomil

Base Information

• Chemical Name: N2-Tritylolmesartan medoxomil
• CAS No.: 1020157-01-0
• Molecular Formula: C₄₈H₄₄N₆O₆
• Molecular Weight: 800.914
• UNII: KIU4Z454AM
• Nikkaji Number: J1.648.273K
• Wikidata: Q27282272
• Mol file: 1020157-01-0.mol

Synonyms:N2-Tritylolmesartan medoxomil;1020157-01-0;N2-Trityl olmesartan medoxomil;N-2 Trityl Olmesartan Medoxomil;UNII-KIU4Z454AM;KIU4Z454AM;Olmesartan medoxomil impurity D [EP];(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 5-(2-hydroxypropan-2-yl)-2-propyl-3-[[4-[2-(2-trityltetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylate;(5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-((2'-((2-triphenylmethyl)-2H-tetrazol-5-yl)biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylate;1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-1-((2'-(2-(triphenylmethyl)-2H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester;SCHEMBL94332;Olmesartan Medoxomil EP Impurity D;CS-T-62583;A898851;OLMESARTAN MEDOXOMIL IMPURITY D [EP IMPURITY];Q27282272;4-(1-Hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-trityl-2H-tetrazole-5-yl)-4-biphenylylmethyl]-1H-imidazole-5-carboxylic acid (5-methyl-2-oxo-1,3-dioxole-4-yl)methyl ester

Chemical Property of N2-Tritylolmesartan medoxomil

Chemical Property:

• Melting Point: 100-102°C
• Boiling Point: 960.0±75.0 °C(Predicted)
• PKA: 13.21±0.29(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methaniol (Slightly)
• XLogP3: 9.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 15
• Exact Mass: 800.33223314
• Heavy Atom Count: 60
• Complexity: 1420

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

N-2TritylOlmesartanMedoxomil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NN(N=N4)C(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7)C(=O)OCC8=C(OC(=O)O8)C)C(C)(C)O

Technology Process of N2-Tritylolmesartan medoxomil

There total 15 articles about N2-Tritylolmesartan medoxomil 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: 88.0%

4-chloromethyl-5-methyl-1,3-dioxol-2-one (80841-78-7) + 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[2-(triphenylmethyl)-2H-tetrazol-5yl]biphenyl-4-yl]methyl]imidazole-5-carboxylic acid lithium salt → (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2′-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate (1020157-01-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl acetamide; at 20 - 50 ℃; for 4h;

DOI:10.1021/jm950450f

Reference yield: 41.1%

dimethyl 2-propyl-1-(4-(2-(trityltetrazol-5-yl)phenyl)phenylmethyl)-imidazole-4,5-dicarboxylate + methylmagnesium chloride (676-58-4) + 4-chloromethyl-5-methyl-1,3-dioxol-2-one (80841-78-7) → (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2′-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate (1020157-01-0)

Guidance literature:

Product distribution / selectivity;

Reference yield:

1-((2'-(2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl)methyl)-4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylic acid (752179-89-8) + 4-chloromethyl-5-methyl-1,3-dioxol-2-one (80841-78-7) → (5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2′-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate (1020157-01-0)

Guidance literature:

With tetrabutylammomium bromide; sodium carbonate; In acetone; at 25 - 45 ℃; for 4h;

upstream raw materials:

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

2-propyl-1H-imidazole-4,5-dicarboxylic acid

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

diethyl 2-(n-propyl)-1H-imidazole-4,5-dicarboxylate

Downstream raw materials:

olmesartan medoxomil

olmesartan

Refernces

• 1、 Dams, Iwona,Ostaszewska, Anna,Puchalska, Maria,Chmiel, Justyna,Cmoch, Piotr,Bujak, Iwona,Bia?ońska, Agata,Szczepek, Wojciech J.. "Synthesis and physicochemical characterization of the process-related impurities of olmesartan medoxomil. Do 5-(Biphenyl-2-yl)-1-triphenylmethyltetrazole intermediates in sartan syntheses exist?". . p. 21346 - 21363. Retrieved 2015.
• 2、 -. "PROCESS FOR (5-METHYL-2-OXO-1,3-DIOXOLEN-4-YL)METHYL4-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-1-[4-[2-TETRAZOL-5-YL)PHENYL]PHENYL]METHYLIMIDAZOLE-5-CARBOXYLATE". . . Retrieved 2011/04/13.