5-Ethyl-2-(2-phenylethenyl)-1,3-oxazole-4-carboxylic acid

Base Information

• Chemical Name: 5-Ethyl-2-(2-phenylethenyl)-1,3-oxazole-4-carboxylic acid
• CAS No.: 89724-16-3
• Molecular Formula: C14H13NO3
• Molecular Weight: 243.262
• DSSTox Substance ID: DTXSID00709728
• Mol file: 89724-16-3.mol

Synonyms:DTXSID00709728;POZNKAIJQUEGHB-UHFFFAOYSA-N;5-ethyl-2-styryl-4oxazolecarboxylic acid;5-ethyl-2-styryl-4-oxazolecarboxylic acid;5-Ethyl-2-(2-phenylethenyl)-1,3-oxazole-4-carboxylic acid

Chemical Property of 5-Ethyl-2-(2-phenylethenyl)-1,3-oxazole-4-carboxylic acid

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.08954328
• Heavy Atom Count: 18
• Complexity: 310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(N=C(O1)C=CC2=CC=CC=C2)C(=O)O

Technology Process of 5-Ethyl-2-(2-phenylethenyl)-1,3-oxazole-4-carboxylic acid

There total 5 articles about 5-Ethyl-2-(2-phenylethenyl)-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:

methyl 2-cinnamoylamino-3-oxovalerate (89724-15-2) → 5-ethyl-2-styryl-4oxazolecarboxylic acid (89724-16-3)

Guidance literature:

With sodium hydroxide; trichlorophosphate; In ethanol; toluene;

Reference yield:

5-Ethyl-2-((E)-styryl)-oxazole-4-carboxylic acid methyl ester → 5-ethyl-2-styryl-4-oxazolecarboxylic acid (89724-16-3)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.25h; Yield given; 90 deg C bath;

DOI:10.1248/cpb.34.2840

Reference yield:

2-Amino-3-oxo-pentanoic acid methyl ester (791018-98-9) → 5-ethyl-2-styryl-4-oxazolecarboxylic acid (89724-16-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 63.8 percent / triethylamine / CHCl₃

2: POCl₃ / 0.5 h / 100 - 110 °C

3: 2N NaOH / ethanol / 0.25 h / 90 deg C bath

With sodium hydroxide; triethylamine; trichlorophosphate; In ethanol; chloroform;

DOI:10.1248/cpb.34.2840

upstream raw materials:

2-Amino-3-oxo-pentanoic acid methyl ester

methyl 2-cinnamoylamino-3-oxovalerate

Cinnamoyl chloride

Downstream raw materials:

5-ethyl-2-styryl-4-oxazoleacetic acid

[5-Ethyl-2-((E)-styryl)-oxazol-4-yl]-acetonitrile

5-ethyl-4-hydroxymethyl-2-styryloxazole

4-Chloromethyl-5-ethyl-2-((E)-styryl)-oxazole