Trityllosartan

Base Information

• Chemical Name: Trityllosartan
• CAS No.: 133909-99-6
• Molecular Formula: C41H37ClN6O
• Molecular Weight: 665.237
• Hs Code.: 2933990090
• European Community (EC) Number: 412-420-5,603-776-4
• UNII: N0UJG23A3Y
• DSSTox Substance ID: DTXSID80158417
• Nikkaji Number: J629.052C
• Wikidata: Q27284359
• Mol file: 133909-99-6.mol

Synonyms:Trityllosartan;133909-99-6;Trityl losartan;N-Trityllosartan;N2-Trityllosartan;(2-Butyl-4-chloro-1-((2'-(2-trityl-2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazol-5-yl)methanol;N-Trityl Losartan;[2-butyl-5-chloro-3-[[4-[2-(2-trityltetrazol-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol;UNII-N0UJG23A3Y;N0UJG23A3Y;N-Trityl Losartan (Losartan Impurity H);EC 412-420-5;1H-Imidazole-5-methanol, 2-butyl-4-chloro-1-((2'-(2-(triphenylmethyl)-2H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-;2-Butyl-4-chloro-5-hydroxymethyl-1-((2'-(1H-2-triphenylmethyl-tetrazol-5-yl)biphenyl-4-yl)methyl)imidazole;[2-Butyl-4-chloro-1-[[2'-[2-(triphenylmethyl)-2H-tetrazol-5-yl]biphenyl-4-yl]methyl]-1H-imidazol-5-yl]methanol;2-butyl-4-chloro-4,5-dihydro-5-hydroxymethyl-1-(2'-(2-triphenylmethyl-1,2,3,4-2H-tetrazol-5-yl)-1,1'-biphenyl-4-methyl)-1H-imidazole;Iosartan;2-butyl-4-chloro-4,5-dihydro-5-hydroxymethyl-1-[2'-(2-triphenylmethyl-1,2,3,4-2H-tetrazol-5-yl)-1,1'-biphenyl-4-methyl]-1H-imidazole;Losartan Potassium Imp. H (EP);Losartan Imp. H (EP);Losartan Potassium Impurity H;Losartan Impurity H;SCHEMBL3407499;DTXSID80158417;QQPGGBNMTNDKEY-UHFFFAOYSA-N;Losartan potassium impurity H[EP];BCP12002;Losartan potassium impurity H [EP];MFCD09028113;AKOS015895667;AC-1071;2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol;FT-0656123;J-006452;LOSARTAN POTASSIUM IMPURITY H [EP IMPURITY];Q27284359;2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl) -1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol;2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl -4-yl)methyl]-1H-imidazole-5-methanol;2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]1H-imidazole-5-methanol

Chemical Property of Trityllosartan

Chemical Property:

• Boiling Point: 856.6 °C at 760 mmHg
• PKA: 13.66±0.10(Predicted)
• Flash Point: 471.9 °C
• PSA: 81.65000
• Density: 1.22 g/cm³
• LogP: 8.58040
• XLogP3: 9.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 12
• Exact Mass: 664.2717375
• Heavy Atom Count: 49
• Complexity: 932

Purity/Quality:

99% ^*data from raw suppliers

N-TritylLosartan ^*data from reagent suppliers

Safty Information:

• Statements: 53
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=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)CO)Cl
• Uses: Intermediate in the preparation of Losartan impurities N-Trityl Losartan (Losartan EP Impurity H) is an intermediate in the preparation of Losartan impurities

Technology Process of Trityllosartan

There total 34 articles about Trityllosartan 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: 80.0%

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4) → 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol (133909-99-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

DOI:10.1107/S0108270104024096

Reference yield:

2-n-butyl-4-chloro-5-hydroxymethylimidazole (79047-41-9) + N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole (133051-88-4) → 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol (133909-99-6) + {2-Butyl-5-chloro-1-[2'-(2-trityl-2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1H-imidazol-4-yl}-methanol (150098-04-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Product distribution; Ambient temperature; various ratios of reagents;

DOI:10.1021/jo00069a029

Reference yield:

trityl chloride (76-83-5) + 2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole (114772-55-3) → 2-n-butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol (133909-99-6)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/jm00112a031

upstream raw materials:

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

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

trityl chloride

2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole

Downstream raw materials:

triphenylmethyl alcohol

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

6-(tert-butyl-dimethyl-silanyloxy)-2,5,7,8-tetramethylchroman-2-carboxylic acid 2-butyl-5-chloro-3-[2'-(2-trityl-2H-tetrazol-5-yl)biphenyl-4-ylmethyl]-3H-midazol-4-yl methyl ester

C₆₄H₅₇ClN₆O₄

Refernces

• 1、 Smith, George B.,Dezeny, George C.,Hughes, David L.,King, Anthony O.,Verhoeven, Thomas R.. "Mechanistic Studies of the Suzuki Cross-Coupling Reaction". . p. 8151 - 8156. Retrieved 1994.
• 2、 Meyer, Maxime,Foulquier, Sébastien,Dupuis, Fran?ois,Flament, Stéphane,Grimaud, Linda,Henrion, Daniel,Lartaud, Isabelle,Monard, Gérald,Grillier-Vuissoz, Isabelle,Boisbrun, Michel. "Synthesis and evaluation of new designed multiple ligands directed towards both peroxisome proliferator-activated receptor-γ and angiotensin II type 1 receptor". . p. 334 - 352. Retrieved 2018/09/22.
• 3、 -. "A process for the preparation of losartan derivatives by chlorination and reduction of the respective 1H-imidazole-5-carbaldehydes". Page/Page column 11. . Retrieved 2008/06/13.