Ethyl 5-methylisoxazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-methylisoxazole-3-carboxylate
• CAS No.: 3209-72-1
• Molecular Formula: C7H9NO3
• Molecular Weight: 155.153
• Hs Code.: 29349990
• European Community (EC) Number: 221-720-3
• DSSTox Substance ID: DTXSID60185887
• Nikkaji Number: J24.403A
• Wikidata: Q72475993
• Mol file: 3209-72-1.mol

Synonyms:Ethyl 5-methylisoxazole-3-carboxylate;3209-72-1;ethyl 5-methyl-1,2-oxazole-3-carboxylate;3-ISOXAZOLECARBOXYLIC ACID, 5-METHYL-, ETHYL ESTER;EINECS 221-720-3;Vitas-Bb Tbb000645;5-methylisoxazole-3-carboxylate ethyl;5-Methyl-isoxazole-3-carboxylic acid ethyl ester;SCHEMBL434805;DTXSID60185887;3-Ethoxycarbonyl-5-methylisoxazole;AMY21973;STR09384;Ethyl5-methylisoxazole-3-carboxylate;BBL008537;Ethyl 5-methylisoxazol-3-carboxylate;MFCD00085080;STK260844;ethyl 5-methyl-3-isoxazolecarboxylate;AKOS003672832;AS-5027;A5776;BB 0258841;Ethyl 5-methylisoxazole-3-carboxylate, 95%;FT-0626133;F14097;J-018631;J-521148

Chemical Property of Ethyl 5-methylisoxazole-3-carboxylate

Chemical Property:

• Appearance/Colour: Low melting solid or Liquid
• Vapor Pressure: 0.0275mmHg at 25°C
• Melting Point: 25 °C
• Refractive Index: 1.468
• Boiling Point: 246.2 °C at 760 mmHg
• PKA: -5.08±0.50(Predicted)
• Flash Point: 102.7 °C
• PSA: 52.33000
• Density: 1.139 g/cm³
• LogP: 1.15970
• Storage Temp.: 2-8°C
• Water Solubility.: It is insoluble in water.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 155.058243149
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 5-methylisoxazole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=NOC(=C1)C
• Uses: Ethyl 5-methylisoxazole-3-carboxylate, It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff.

Technology Process of Ethyl 5-methylisoxazole-3-carboxylate

There total 16 articles about Ethyl 5-methylisoxazole-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: 88.0%

5-methylisoxazole 3-carboxylic acid (3405-77-4) + ethanol (64-17-5) → ethyl 5-methylisoxazole-3-carboxylate (3209-72-1)

Guidance literature:

With sulfuric acid; at 80 ℃; for 2h;

Reference yield: 85.0%

ethyl 2,4-diketopentanoate (615-79-2) → ethyl 5-methylisoxazole-3-carboxylate (3209-72-1)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; at 75 ℃; for 15h;

DOI:10.1002/cmdc.201600529

Reference yield: 81.0%

ethyl 3-oxo-1-butyne-1-carboxylate (54966-49-3) → ethyl 5-methylisoxazole-3-carboxylate (3209-72-1)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In methanol; water; at 0 ℃; for 2h;

DOI:10.1002/ejoc.200700929

upstream raw materials:

Isopropenyl acetate

ethyl 2-(hydroxyimino)acetate

ethyl 2,4-diketopentanoate

ammonium hydroxide

Downstream raw materials:

(E)-(S)-4-{(2R,4S,5S)-2-Benzyl-4-hydroxy-6-methyl-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoylamino}-5-((S)-2-oxo-pyrrolidin-3-yl)-pent-2-enoic acid ethyl ester

(E)-(S)-4-{(2R,4S,5S)-2-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5-[(5-methyl-isoxazole-3-carbonyl)-amino]-heptanoylamino}-5-((S)-2-oxo-pyrrolidin-3-yl)-pent-2-enoic acid ethyl ester

3-(5-methyl-isoxazol-3-yl)-3-oxo-propionitrile

5-methyl-3-isoxazolyl chloride

Refernces

• 1、 -. "SMALL MOLECULES AND METHODS OF REDUCING INJURIES CAUSED BY RADIATION OR CHEMICALS". Paragraph 0050-0052. . Retrieved 2021/04/02.
• 2、 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.