2-((4-((2-(1H-Tetrazol-5-ylmethyl)phenyl)methoxy)phenoxy)methyl)quinoline

Base Information

• Chemical Name: 2-((4-((2-(1H-Tetrazol-5-ylmethyl)phenyl)methoxy)phenoxy)methyl)quinoline
• CAS No.: 120128-20-3
• Molecular Formula: C25H21 N5 O2
• Molecular Weight: 423.474
• UNII: 1L8MX40L35
• DSSTox Substance ID: DTXSID30152687
• Nikkaji Number: J291.851J
• Wikidata: Q27252567
• ChEMBL ID: CHEMBL18518
• Mol file: 120128-20-3.mol

Synonyms:(5-((2-(4-(2-quinolinylmethoxy)phenoxy)methyl)phenyl)methyl)-1H-tetrazole;RG 12525;RG-12525

Chemical Property of 2-((4-((2-(1H-Tetrazol-5-ylmethyl)phenyl)methoxy)phenoxy)methyl)quinoline

Chemical Property:

• Vapor Pressure: 1.17E-17mmHg at 25°C
• Boiling Point: 667°C at 760 mmHg
• Flash Point: 227.3°C
• Density: 1.308g/cm³
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 423.16952493
• Heavy Atom Count: 32
• Complexity: 559

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=N2)COC3=CC=C(C=C3)OCC4=CC=CC=C4CC5=NNN=N5

Technology Process of 2-((4-((2-(1H-Tetrazol-5-ylmethyl)phenyl)methoxy)phenoxy)methyl)quinoline

There total 22 articles about 2-((4-((2-(1H-Tetrazol-5-ylmethyl)phenyl)methoxy)phenoxy)methyl)quinoline 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: 93.0%

2-{4-[2-(2-Trityl-2H-tetrazol-5-ylmethyl)-benzyloxy]-phenoxymethyl}-quinoline (188255-05-2) → 2-[[4-[[2-(1H-tetrazol-5-ylmethyl)phenyl]methoxy]phenoxy]methyl]quinoline (120128-20-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; methanol; for 7h; Ambient temperature;

DOI:10.1016/S0040-4039(96)02460-4

Reference yield: 90.2%

2-<<4-(2-quinolinylmethoxy)phenoxy>methyl>benzyl cyanide (124993-49-3) → 2-[[4-[[2-(1H-tetrazol-5-ylmethyl)phenyl]methoxy]phenoxy]methyl]quinoline (120128-20-3)

Guidance literature:

2-<<4-(2-quinolinylmethoxy)phenoxy>methyl>benzyl cyanide; With sodium azide; acetic acid; triethylamine; at 60 - 130 ℃; for 7h; Inert atmosphere;

With sodium hydroxide; In water; at 80 ℃; for 0.25h; Solvent; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/op0000677

Reference yield:

2-[(4-hydroxyphenoxy)methyl]quinoline (124993-40-4) → 2-[[4-[[2-(1H-tetrazol-5-ylmethyl)phenyl]methoxy]phenoxy]methyl]quinoline (120128-20-3)

Guidance literature:

Multi-step reaction with 2 steps

1: KF*alumina / acetonitrile / 5 h / 50 °C

2: HCl / methanol

With potassium fluoride on basic alumina; hydrogenchloride; In methanol; acetonitrile;

DOI:10.1016/S0040-4039(96)02460-4

upstream raw materials:

2-<<4-(2-quinolinylmethoxy)phenoxy>methyl>benzyl cyanide

2-(4-{2-[1-(Tetrahydro-pyran-2-yl)-1H-tetrazol-5-ylmethyl]-benzyloxy}-phenoxymethyl)-quinoline

2-{4-[2-(2-Trityl-2H-tetrazol-5-ylmethyl)-benzyloxy]-phenoxymethyl}-quinoline

quinolin-2-ylmethyl 4-methylbenzenesulfonate

Refernces

• 1、 -. "Therapeutic uses of tri-aryl acid derivatives". Page/Page column 222-223; 229. . Retrieved 2010/10/20.
• 2、 O'Brien,Sledeski,Truesdale. "Approaches to p-hydroxyphenoxymethylquinolines which avoid intermediate chloromethylquinolines for the synthesis of the LTD4 antagonist, RG 12525". . p. 509 - 512. Retrieved 2007/10/03.