Tritylolmesartan medoxomil

Base Information

• Chemical Name: Tritylolmesartan medoxomil
• CAS No.: 144690-92-6
• Molecular Formula: C48H44N6O6
• Molecular Weight: 800.914
• Hs Code.: 2933990090
• European Community (EC) Number: 604-437-3
• UNII: 8591TIT360
• DSSTox Substance ID: DTXSID70162785
• Nikkaji Number: J2.567.715C
• Wikidata: Q27269619
• Mol file: 144690-92-6.mol

Synonyms:144690-92-6;Tritylolmesartan medoxomil;Triphenyl methyl olmesartan;N1-Tritylolmesartan medoxomil;N-1 Trityl Olmesartan Medoxomil;8591TIT360;(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate;(5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-((2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl)methyl)-1H-imidazole-5-carboxylate;(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 5-(2-hydroxypropan-2-yl)-2-propyl-3-[[4-[2-(1-trityltetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylate;1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-1-((2'-(1-(triphenylmethyl)-1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester;1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester;5-(1-Hydroxy-1-methyl-ethyl)-2-propyl-3-[2'-(1-trityl-1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester;(5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate;UNII-8591TIT360;(5-Methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate;(5-Methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-{trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate;EC 604-437-3;SCHEMBL1653541;DTXSID70162785;IJOPLMOXIPGJIJ-UHFFFAOYSA-N;MFCD09954745;AKOS015896144;AC-3500;AM90291;SB41036;QUINACRINEDIHYDROCHLORIDEDIHYDRATE;AS-12483;DB-063556;CS-0138129;NS00008283;F19426;A808264;Q27269619;(5-methyl -2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carboxylate;(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl4-(2-hydroxypropan-2-yl)-2-propyl-1-((2'-(1-trityl-1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylate;1h-imidazole-5-carboxylic acid,4-(1-hydroxy-1-methylethyl)-2-propyl-1-((2'-(1-(triphenylmethyl)-1h-tetrazol-5-yl)[1,1'-biphenyl]-4-yl)methyl)-,(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester;4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1h-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1h-imidazole-5-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester;Trityl olmesartan medoxomil

Chemical Property of Tritylolmesartan medoxomil

Chemical Property:

• Appearance/Colour: off-white to white powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 104-106°C
• Refractive Index: 1.648
• Boiling Point: 960 °Cat760mmHg
• PKA: 13.21±0.29(Predicted)
• Flash Point: 534.4 °C
• PSA: 143.48000
• Density: 1.26 g/cm³
• LogP: 8.35270
• Storage Temp.: Refrigerator
• XLogP3: 8.7
• 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:

99% ^*data from raw suppliers

Trityl Olmesartan Medoxomil ^*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=NN4C(C5=CC=CC=C5)(C6=CC=CC=C6)C7=CC=CC=C7)C(=O)OCC8=C(OC(=O)O8)C)C(C)(C)O
• Uses: Olmesartan medoxomil analog as angiotensin II antagonist. Olmesartan medoxomil intermediate. N-1 Trityl Olmesartan Medoxomil (Olmesartan EP Impurity D) is an olmesartan medoxomil intermediate.

Technology Process of Tritylolmesartan medoxomil

There total 30 articles about 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: 98.5%

5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole + 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one (80715-22-6) + ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate (144689-93-0) → trityl olmesartan medoxomil (144690-92-6)

Guidance literature:

5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole; ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate; With tert-butylamine hydrobromide; potassium carbonate; In acetone; at 0 - 55 ℃; for 32h;

4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one; With potassium carbonate; potassium iodide; In acetone; at 20 - 55 ℃; for 3h;

Reference yield: 96.5%

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate (144690-33-5) + 4-chloromethyl-5-methyl-1,3-dioxol-2-one (80841-78-7) → trityl olmesartan medoxomil (144690-92-6)

Guidance literature:

ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate; With lithium hydroxide monohydrate; In tetrahydrofuran; at 20 ℃; for 18h; Large scale;

4-chloromethyl-5-methyl-1,3-dioxol-2-one; With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 20 - 40 ℃; for 2h; Large scale;

Reference yield: 94.0%

4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid (761404-85-7) + 4-chloromethyl-5-methyl-1,3-dioxol-2-one (80841-78-7) → trityl olmesartan medoxomil (144690-92-6)

Guidance literature:

With potassium carbonate; potassium iodide; In N,N-dimethyl acetamide; at 0 - 45 ℃; for 3h; Inert atmosphere;

upstream raw materials:

(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl 4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

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

potassium 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylate

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

Downstream raw materials:

olmesartan medoxomil

triphenylmethyl alcohol

C₄₈H₄₂N₆O₅

Refernces

• 1、 -. "Method for preparing high-purity trityl olmesartan medoxomil". Paragraph 0030-0033. . Retrieved 2019/11/13.
• 2、 -. "Preparation method of high purity olmesartan medoxomi I". Paragraph 0015; 0033; 0034. . Retrieved 2018/09/08.