5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID

Base Information

• Chemical Name: 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID
• CAS No.: 18735-74-5
• Molecular Formula: C11H9NO3
• Molecular Weight: 203.197
• Hs Code.: 2934999090
• Mol file: 18735-74-5.mol

Synonyms:2-Phenyl-5-methyloxazole-4-carboxylicacid;5-Methyl-2-phenyl-1,3-oxazole-4-carboxylic acid;5-Methyl-2-phenyloxazole-4-carboxylicacid;NSC 255239;

Chemical Property of 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 4.04E-07mmHg at 25°C
• Melting Point: 182 °C
• Boiling Point: 400.1 °C at 760 mmHg
• PKA: 3.03±0.32(Predicted)
• Flash Point: 195.8 °C
• PSA: 63.33000
• Density: 1.273 g/cm³
• LogP: 2.34820
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

2-Phenyl-5-methyloxazole-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Harmful:

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Phenyl-5-methyloxazole-4-carboxylic Acid is a building block used to prepare oxazole transthyretin amyloidogenesis inhibitors. It is also used to synthesize inhibitors of HldE kinase as Gram-negative antivirulence drugs.

Technology Process of 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID

There total 26 articles about 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID 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: 97.0%

benzyl 5-methyl-2-phenyloxazole-4-carboxylate (848188-36-3) → 5-methyl-2-phenyloxazole-4-carboxylic acid (18735-74-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 2h; under 760.051 Torr;

DOI:10.1021/jo7020532

Reference yield: 97.0%

methyl 5-methyl-2-phenyloxazole-4-carboxylate (100063-41-0) → 5-methyl-2-phenyloxazole-4-carboxylic acid (18735-74-5)

Guidance literature:

methyl 5-methyl-2-phenyloxazole-4-carboxylate; With sodium hydroxide; In methanol;

With potassium hydrogensulfate; In methanol; pH=2 - 3;

DOI:10.1016/j.tet.2010.09.014

Reference yield: 47.0%

tert-butyl acetoacetate (1694-31-1) + benzamide (55-21-0,27208-38-4) → 5-methyl-2-phenyloxazole-4-carboxylic acid (18735-74-5)

Guidance literature:

Multistep reaction;

DOI:10.1016/j.tetlet.2005.06.061

upstream raw materials:

2-phenyl-oxazole-4-carboxylic acid methyl ester

lead(IV) tetraacetate

acetic acid

methyl 5-methyl-2-phenyloxazole-4-carboxylate

Downstream raw materials:

5-ethyl-2-phenyloxazole-4-carboxylic acid

N^α-decanoyl-L-glutamic acid

Refernces

• 1、 Moraski, Garrett C.,Chang, Mayland,Villegas-Estrada, Adriel,Franzblau, Scott G.,M?llmann, Ute,Miller, Marvin J.. "Structure-activity relationship of new anti-tuberculosis agents derived from oxazoline and oxazole benzyl esters". experimental part. p. 1703 - 1716. Retrieved 2010/06/19.
• 2、 Fennell, Kelley A.,Moellmann, Ute,Miller, Marvin J.. "Syntheses and biological activity of amamistatin B and analogs". . p. 1018 - 1024. Retrieved 2008/09/18.