2-(4-Methoxy-phenyl)-oxazole

Base Information

• Chemical Name: 2-(4-Methoxy-phenyl)-oxazole
• CAS No.: 156780-52-8
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• ChEMBL ID: CHEMBL3354475
• DSSTox Substance ID: DTXSID20565646
• Nikkaji Number: J733.094D
• Wikidata: Q82450856
• Mol file: 156780-52-8.mol

Synonyms:2-(4-Methoxy-phenyl)-oxazole;156780-52-8;2-(4-Methoxyphenyl)oxazole;2-(4-methoxyphenyl)-1,3-oxazole;2-Subsituted oxazole, 29;SCHEMBL4314798;CHEMBL3354475;BDBM84690;DTXSID20565646;KQGVUFHHBWEAIG-UHFFFAOYSA-N;MFCD19347420;SB33930;CS-0342929;A927398

Chemical Property of 2-(4-Methoxy-phenyl)-oxazole

Chemical Property:

• PSA: 35.26000
• LogP: 2.35020
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2-(4-Methoxy-phenyl)-oxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NC=CO2

Technology Process of 2-(4-Methoxy-phenyl)-oxazole

There total 11 articles about 2-(4-Methoxy-phenyl)-oxazole 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: 98.0%

para-iodoanisole (696-62-8) + oxazol-2-ylzinc(II) chloride (609345-33-7) → 2-(4-methoxyphenyl)-1,3-oxazole (156780-52-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 - 60 ℃; for 0.5h;

DOI:10.1021/op034059c

Reference yield: 92.0%

2-(4-methoxyphenyl)-4,5-dihydro-5-diethylsulfonamideoxazole (1064706-48-4) → 2-(4-methoxyphenyl)-1,3-oxazole (156780-52-8)

Guidance literature:

With sodium hydroxide; In water; N,N-dimethyl-formamide; at 120 ℃; for 2h;

DOI:10.1039/b805430d

Reference yield: 90.0%

oxazol (288-42-6) + para-iodoanisole (696-62-8) → 2-(4-methoxyphenyl)-1,3-oxazole (156780-52-8)

Guidance literature:

oxazol; With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Schlenk technique;

para-iodoanisole; With trifuran-2-yl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 6h; regioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol403019c

upstream raw materials:

oxazol

para-iodoanisole

N-(2,2-dimethoxy-ethyl)-4-methoxy-benzamide

2-(4-methoxyphenyl)-4,5-dihydro-5-diethylsulfonamideoxazole

Downstream raw materials:

p-(2-oxazolyl)-phenol

2-(4-methoxyphenyl)-5-(4-trifluoromethylphenyl)oxazole

2-(4-methoxyphenyl)-5-(4-methoxyphenyl)oxazole

2-(4-methoxyphenyl)-5-naphthalen-1-yloxazole

Refernces

• 1、 Reeder, Michael R.,Gleaves, Harold E.,Hoover, Sheree A.,Imbordino, Rick J.,Pangborn, Jeffrey J.. "An improved method for the palladium cross-coupling reaction of oxazol-2-ylzinc derivatives with aryl bromides". . p. 696 - 699. Retrieved 2003.
• 2、 -. "VASCULAR ADHESION PROTEIN-1 (VAP-1) MODULATORS AND THERAPEUTIC USES THEREOF". Paragraph 0247. . Retrieved 2020/01/24.
• 3、 Calimsiz, Selcuk,Geier, Michael J.,Humphreys, Luke D.,Scott, Mark E.,Wang, Xiaotian. "Warming Up to Oxazole: Noncryogenic Oxazole Metalation and Negishi Coupling Development". . p. 1776 - 1781. Retrieved 2019/09/09.