Methyl 5-(3-iodophenyl)isoxazole-3-carboxylate

Base Information

• Chemical Name: Methyl 5-(3-iodophenyl)isoxazole-3-carboxylate
• CAS No.: 609848-44-4
• Molecular Formula: C11H8INO3
• Molecular Weight: 329.094
• DSSTox Substance ID: DTXSID80456369
• Wikidata: Q82278794
• Mol file: 609848-44-4.mol

Synonyms:METHYL 5-(3-IODOPHENYL)ISOXAZOLE-3-CARBOXYLATE;609848-44-4;Methyl 5-(3-iodophenyl)-1,2-oxazole-3-carboxylate;SCHEMBL4051030;DTXSID80456369;UHXBOKFBICKPMC-UHFFFAOYSA-N;AB44752

Chemical Property of Methyl 5-(3-iodophenyl)isoxazole-3-carboxylate

Chemical Property:

• Boiling Point: 447.0±40.0 °C(Predicted)
• PKA: -6.55±0.38(Predicted)
• PSA: 52.33000
• Density: 1.725±0.06 g/cm3(Predicted)
• LogP: 2.73280
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 328.95489
• Heavy Atom Count: 16
• Complexity: 262

Purity/Quality:

98%min ^*data from raw suppliers

METHYL-5-(3-IODOPHENYL)ISOXAZOLE-3-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=NOC(=C1)C2=CC(=CC=C2)I

Technology Process of Methyl 5-(3-iodophenyl)isoxazole-3-carboxylate

There total 3 articles about Methyl 5-(3-iodophenyl)isoxazole-3-carboxylate 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: 72.0%

4-(3-Iodo-phenyl)-2,4-dioxo-butyric acid methyl ester (956267-47-3) → 5-(3-iodo-phenyl)-isoxazole-3-carboxylic acid methyl ester (609848-44-4)

Guidance literature:

With hydroxylamine hydrochloride; In methanol; for 4h; Heating / reflux;

Reference yield: 36.0%

Dimethyl oxalate (553-90-2) + 3'-iodoacetophenone (14452-30-3) → 5-(3-iodo-phenyl)-isoxazole-3-carboxylic acid methyl ester (609848-44-4)

Guidance literature:

Dimethyl oxalate; 3'-iodoacetophenone; With methanol; sodium methylate; at 20 ℃; for 16h;

With hydroxylamine hydrochloride; toluene-4-sulfonic acid; In methanol; for 72h; Heating;

DOI:10.1021/jm034122o

Reference yield:

→ 5-(3-iodo-phenyl)-isoxazole-3-carboxylic acid methyl ester (609848-44-4)

Guidance literature:

upstream raw materials:

Dimethyl oxalate

3'-iodoacetophenone

4-(3-Iodo-phenyl)-2,4-dioxo-butyric acid methyl ester

Downstream raw materials:

[5-(3-Iodophenyl)isoxazol-3-yl]methanol

methyl 5-(3-((1E)-4-((tert-butyl(dimethyl)silyl)oxy)-3-(3-hydroxy-2-(methoxycarbonyl)phenoxy)but-1-enyl)phenyl)isoxazole-3-carboxylate

Methyl 5-(3'-(3-(methoxycarbonyl)isoxazol-5-yl)-1,1'-biphenyl-3-yl)isoxazole-3-carboxylate

Methyl 5-(3-cyanophenyl)isoxazole-3-carboxylate

Refernces

• 1、 -. "MGluR5 modulators VI". Page/Page column 11. . Retrieved 2008/06/13.
• 2、 -. "Protein-tyrosine phosphatase inhibitors and uses thereof". Page 22. . Retrieved 2010/02/09.