2-Methyl-1,3-oxazole-4-carboxylic acid

Base Information

• Chemical Name: 2-Methyl-1,3-oxazole-4-carboxylic acid
• CAS No.: 23012-17-1
• Molecular Formula: C5H5 N O3
• Molecular Weight: 127.1
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID60337162
• Nikkaji Number: J1.406.725F
• Wikidata: Q82104805
• Mol file: 23012-17-1.mol

Synonyms:2-Methyloxazole-4-carboxylic acid;2-Methyl-1,3-oxazole-4-carboxylic acid;23012-17-1;23062-17-1;2-methyl-oxazole-4-carboxylic acid;4-oxazolecarboxylic acid, 2-methyl-;MFCD00234078;2-Methyloxa;2-methyloxazole-4-carboxylicacid;Oxazole-4-carboxylic acid, 2-methyl-;SCHEMBL222642;2-methyloxazol-4-carboxylic acid;DTXSID60337162;YAA06217;BBL028443;STK661733;AKOS000112112;AB05124;2-Methyloxazole-4-carboxylic acid, 97%;AC-11857;SY015418;TS-01663;2-Methyl-1,3-oxazole-4-carboxylic acid #;AM20090243;BB 0238589;CS-0061380;FT-0647017;FT-0648233;EN300-105066;A878359;J-510072;F9995-3847

Chemical Property of 2-Methyl-1,3-oxazole-4-carboxylic acid

Chemical Property:

• Melting Point: 182-187℃
• Refractive Index: 1.536
• Boiling Point: 269.9±13.0 °C(Predicted)
• PKA: 3.46±0.10(Predicted)
• PSA: 49.77000
• Density: 1.348±0.06 g/cm3(Predicted)
• LogP: -0.23020
• Storage Temp.: 2-8°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 127.026943022
• Heavy Atom Count: 9
• Complexity: 125

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-1,3-oxazole-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CO1)C(=O)O
• Uses: Reactant for:Solid-phase preparation of (heteroaryl)carbonyl-substituted dipeptides as human protease activated receptor 2 affectorsPd-catalyzed decarboxylative C-H cross-couplingStereoselective preparation of 3-amino-N-(phenylsulfonyl)alanines as inhibitors of ανβ3 integrin

Technology Process of 2-Methyl-1,3-oxazole-4-carboxylic acid

There total 11 articles about 2-Methyl-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: 100.0%

2-methyl-4-carbethoxy-1,3-oxazole (10200-43-8) → 2-methyl-1,3-oxazol-4-carboxylic acid (23012-17-1)

Guidance literature:

With sodium hydroxide; In methanol; at 25 ℃; for 1.25h;

DOI:10.1021/jm0407613

Reference yield: 91.0%

2-methyl-oxazole-4-carboxylic acid methyl ester (85806-67-3) → 2-methyl-1,3-oxazol-4-carboxylic acid (23012-17-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 25 ℃; for 2.5h;

DOI:10.1002/ejoc.201900032

Reference yield: 90.0%

5-deutero-2-methyloxazole-4-carboxylic acid + methyl iodide (74-88-4) → 2-methyl-1,3-oxazol-4-carboxylic acid (23012-17-1) + 2,5-dimethyl-1,3-oxazole-4-carboxylic acid (23000-14-8)

Guidance literature:

With tert.-butyl lithium;

DOI:10.1016/S0040-4039(01)81853-0

upstream raw materials:

2-methyl-4-carbethoxy-1,3-oxazole

1H-1,2,3-triazole-4,5-dicarboxylic acid

acetic anhydride

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

Downstream raw materials:

2,5-dimethyl-1,3-oxazole-4-carboxylic acid

2-(ethyl)oxazole-4-carboxylic acid

Refernces

• 1、 Vrijdag, Johannes L.,De Ruysscher, Dries,De Borggraeve, Wim M.. "Towards New Tricyclic Motifs: Intramolecular C–H Arylation as the Key Step in a Formal [3+3] Cyclocondensation Strategy". . p. 1465 - 1474. Retrieved 2017/04/01.
• 2、 -. "Pyrazolo[3,4-b]pyridine compounds, and their use as a PDE4 inhibitors". Page/Page column 141-142. . Retrieved 2009/05/28.