5-(4-Methoxyphenyl)-2-phenyloxazole

Base Information

• Chemical Name: 5-(4-Methoxyphenyl)-2-phenyloxazole
• CAS No.: 62921-42-0
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• DSSTox Substance ID: DTXSID00416066
• Nikkaji Number: J1.064.239F
• Mol file: 62921-42-0.mol

Synonyms:5-(4-METHOXYPHENYL)-2-PHENYLOXAZOLE;62921-42-0;Oxazole, 5-(4-methoxyphenyl)-2-phenyl-;SCHEMBL10909733;DTXSID00416066;2-Phenyl-5-(4-methoxyphenyl)oxazole;5-(4-Methoxy-phenyl)-2-phenyl-oxazole;InChI=1/C16H13NO2/c1-18-14-9-7-12(8-10-14)15-11-17-16(19-15)13-5-3-2-4-6-13/h2-11H,1H

Chemical Property of 5-(4-Methoxyphenyl)-2-phenyloxazole

Chemical Property:

• PSA: 35.26000
• LogP: 4.01720
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 251.094628657
• Heavy Atom Count: 19
• Complexity: 270

Purity/Quality:

5-(4-Methoxyphenyl)-2-phenyloxazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=CN=C(O2)C3=CC=CC=C3

Technology Process of 5-(4-Methoxyphenyl)-2-phenyloxazole

There total 53 articles about 5-(4-Methoxyphenyl)-2-phenyloxazole 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: 94.0%

5-(4-methoxyphenyl)-1,3-oxazole (1011-51-4) + bromobenzene (108-86-1,52753-63-6) → 5-(4-methoxyphenyl)-2-phenyl-1,3-oxazole (62921-42-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium tert-butoxide; In 1,4-dioxane; at 120 ℃; for 2h; regioselective reaction; Inert atmosphere;

DOI:10.1055/s-0029-1216987

Reference yield: 90.0%

benzylamine (100-46-9) + 2-Bromo-4'-methoxyacetophenone (2632-13-5) → 5-(4-methoxyphenyl)-2-phenyl-1,3-oxazole (62921-42-0)

Guidance literature:

With potassium phosphate; tris(2,2'-bipyridyl)ruthenium dichloride; Bromotrichloromethane; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/acs.joc.6b00989

Reference yield: 90.0%

5-(4-methoxyphenyl)-2-(phenylsulfonyl)oxazole (1208129-51-4) + phenyllithium (591-51-5) → 5-(4-methoxyphenyl)-2-phenyl-1,3-oxazole (62921-42-0)

Guidance literature:

In tetrahydrofuran; dibutyl ether; at 0 - 22 ℃; Inert atmosphere;

DOI:10.1021/ol902833p

upstream raw materials:

N-[2-(4-methoxyphenyl)-2-ketoethyl]benzamide

4-methoxymandelonitrile

benzaldehyde

2-diazo-1-(4-methoxyphenyl)ethanone

Downstream raw materials:

(R)-(-)-N-(2-hydroxy-2-(4-methoxyphenyl)ethyl)benzamide

(S)-N-[2-hydroxy-2-(4-methoxyphenyl)ethyl]benzamide

(R)-5-(4-methoxyphenyl)-2-phenyloxazoline

5-(4-methoxyphenyl)-2-(1,2,3,4,5,6,7,8-octaphenylanthracen-9-yl)oxazole

Refernces

• 1、 Wang, Jungang,Cheng, Yan,Xiang, Jiachen,Wu, Anxin. "Synthesis of 2,5-Disubstituted Oxazoles from Arylacetylenes and α-Amino Acids through an i 2 /Cu(NO 3) 2 ?3H 2 O-Assisted Domino Sequence". supporting information. p. 743 - 747. Retrieved 2019/03/26.
• 2、 Yang, Xueying,Guo, Xin,Qin, Mingda,Yuan, Xinglong,Jing, Huanwang,Chen, Baohua. "Metal-free iodine(iii)-promoted synthesis of 2,5-diaryloxazoles". supporting information. p. 3104 - 3108. Retrieved 2018/05/22.