3-Methylisoxazole-5-carboxylic acid

Base Information

• Chemical Name: 3-Methylisoxazole-5-carboxylic acid
• CAS No.: 4857-42-5
• Molecular Formula: C5H5NO3
• Molecular Weight: 127.1
• Hs Code.: 2934999090
• European Community (EC) Number: 225-454-9
• Nikkaji Number: J262.495H
• ChEMBL ID: CHEMBL393428
• Mol file: 4857-42-5.mol

Synonyms:3-methyl-5-isoxazolecarboxylic acid;3-methyl-5-isoxazolecarboxylic acid, monosodium salt;5-carboxy-3-methylisoxazole

Chemical Property of 3-Methylisoxazole-5-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000308mmHg at 25°C
• Boiling Point: 312.5°Cat760mmHg
• PKA: 2.36±0.10(Predicted)
• Flash Point: 142.8°C
• PSA: 63.33000
• Density: 1.348g/cm³
• LogP: 0.68120
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°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

3-Methylisoxazole-5-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=C1)C(=O)O

Technology Process of 3-Methylisoxazole-5-carboxylic acid

There total 25 articles about 3-Methylisoxazole-5-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%

3-methyl-5-isoxazolemethanol (14716-89-3) → 3-methyl-5-isoxazolecarboxylic acid (4857-42-5)

Guidance literature:

With Jones reagent; In acetone; at 0 ℃; for 3h;

DOI:10.1021/jm400840p

Reference yield: 95.0%

(E)-1,1,1-trichloro-4-methoxypent-3-en-2-one (135351-18-7) → 3-methyl-5-isoxazolecarboxylic acid (4857-42-5)

Guidance literature:

With sulfuric acid; hydroxylamine hydrochloride; at 100 ℃; for 12h;

DOI:10.1016/S0040-4039(99)02047-X

Reference yield: 92.0%

3-methylisoxazole-5-carboxylic acid ethyl ester (63366-79-0) → 3-methyl-5-isoxazolecarboxylic acid (4857-42-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 18h;

DOI:10.1002/anie.201602908

upstream raw materials:

3-methylisoxazole-5-carbaldehyde

3-methyl-5-isoxazolemethanol

methyl 2,4-dioxopentanoate

3-methyl-5-vinylisoxazole

Downstream raw materials:

C₁₂H₁₁NO₄

4-formyl-3-methylisoxazole-5-carboxylic acid

C₁₁H₉NO₃S

N-[4-(3,4-dimethoxyphenyl)-2-thienyl]-3-methylisoxazole-5-carboxamide

Refernces

• 1、 Sekirnik (née Measures), Angelina R.,Hewings, David S.,Theodoulou, Natalie H.,Jursins, Lukass,Lewendon, Katie R.,Jennings, Laura E.,Rooney, Timothy P. C.,Heightman, Tom D.,Conway, Stuart J.. "Isoxazole-Derived Amino Acids are Bromodomain-Binding Acetyl-Lysine Mimics: Incorporation into Histone H4 Peptides and Histone H3". supporting information. p. 8353 - 8357. Retrieved 2016/07/19.
• 2、 -. "PGD2 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISEASES". Page/Page column 79. . Retrieved 2008/06/13.