Ethyl 2,5-dimethyl-1,3-oxazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 2,5-dimethyl-1,3-oxazole-4-carboxylate
• CAS No.: 23000-15-9
• Molecular Formula: C₈H₁₁NO₃
• Molecular Weight: 169.18
• Hs Code.: 2934999090
• European Community (EC) Number: 852-025-9
• DSSTox Substance ID: DTXSID10427800
• Nikkaji Number: J702.883K
• Mol file: 23000-15-9.mol

Synonyms:23000-15-9;ethyl 2,5-dimethyl-1,3-oxazole-4-carboxylate;Ethyl 2,5-dimethyloxazole-4-carboxylate;4-Oxazolecarboxylic acid, 2,5-dimethyl-, ethyl ester;MFCD06797465;SCHEMBL2616840;DTXSID10427800;YAA00015;STL453430;AKOS006220448;TS-02294;CS-0151836;EN300-50384;URIDINE-3,5-CYCLICMONOPHOSPHATESODIUMSALT;2,5-Dimethyloxazole-4-carboxylic acid ethyl ester;W-206796;ethyl 2,5-dimethyl-1,3-oxazole-4-carboxylate, AldrichCPR

Chemical Property of Ethyl 2,5-dimethyl-1,3-oxazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 0.123mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 218.8 °C at 760 mmHg
• PKA: 0.38±0.10(Predicted)
• Flash Point: 86.1 °C
• PSA: 52.33000
• Density: 1.11 g/cm³
• LogP: 1.46810
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 169.07389321
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2,5-Dimethyl-1,3-oxazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC(=N1)C)C

Technology Process of Ethyl 2,5-dimethyl-1,3-oxazole-4-carboxylate

There total 10 articles about Ethyl 2,5-dimethyl-1,3-oxazole-4-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: 97.0%

ethyl 2-(acetylamino)-2-(ethoxycarbonyl)-4-(trimethylsilyl)-3-butynoate (156979-41-8) → 2,5-Dimethyl-4-oxazolcarbonsaeure-ethylester (23000-15-9)

Guidance literature:

With potassium hydroxide; In ethanol; at 0 ℃; for 0.0833333h;

DOI:10.1248/cpb.54.196

Reference yield: 95.0%

ethyl 2-acetyl-4-methyl-5-oxo-2,5-dihydroisoxazole-3-carboxylate (174902-36-4) → 2,5-Dimethyl-4-oxazolcarbonsaeure-ethylester (23000-15-9)

Guidance literature:

at 540 - 600 ℃; for 1h; under 0.01 Torr;

DOI:10.1016/0040-4039(95)02240-6

Reference yield: 54.0%

ethyl 2-diazo-3-oxobutanoate (2009-97-4) + acetonitrile (75-05-8,26809-02-9) → 2,5-Dimethyl-4-oxazolcarbonsaeure-ethylester (23000-15-9)

Guidance literature:

With 1,10-Phenanthroline; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; at 60 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol2000815

upstream raw materials:

ethyl 2-(acetylamino)-3-oxobutanoate

2-acetylamino-3-bromo-but-2-enoic acid ethyl ester

4-acetylamino-3-oxo-butyric acid ethyl ester

acetic anhydride

Downstream raw materials:

(2,5-dimethyl-1,3-oxazol-4-yl)methanol

2,5-Dimethyl-4-chlorocarbonyl-1,3-oxazole

C₄₁H₇₀N₆O₈SSi

3-{[1-(2,5-dimethyloxazol-4-yl)ethyl]carbamoyl}-5-(N-methylmethan-5-ylsulfonamido)benzoic acid

Refernces

• 1、 Austeri, Martina,Rix, Diane,Zeghida, Walid,Lacour, Jerome. "CpRu-catalyzed O-H insertion and condensation reactions of α-diazocarbonyl compounds". supporting information; experimental part. p. 1394 - 1397. Retrieved 2011/05/03.
• 2、 Prager, Rolf H.,Smith, Jason A.,Weber, Ben,Williams, Craig M.. "Chemistry of 5-oxodihydroisoxazoles. Part 18. Synthesis of oxazoles by the photolysis and pyrolysis of 2-acyl-5-oxo-2,5-dihydroisoxazoles". . p. 2665 - 2672. Retrieved 2007/10/03.