Ethyl 4-methyloxazole-2-carboxylate

Name: Ethyl 4-methyloxazole-2-carboxylate
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CAS No. 90892-99-2
Cat. No. CS-0151677
Purity≥95%
MDL No.MFCD09038239

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Ethyl 4-methyloxazole-2-carboxylate|CS-0151677

Structure of 90892-99-2

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General Information

CAS No. 90892-99-2
Cat. No. CS-0151677
Purity ≥95%
MDL No. MFCD09038239
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉NO₃
Molecular Weight None
Synonym(s) None
SMILES CCOC(=O)C1=NC(=CO1)C

Description

Ethyl 4-methyloxazole-2-carboxylate features a sterically hindered oxazole ring with a pendant ethyl ester and methyl group, enabling direct functionalization at the C4 position. This configuration enhances stability under standard reaction conditions while facilitating efficient coupling in heterocyclic synthesis.

Application

Ethyl 4-methyloxazole-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to oxazole-containing scaffolds via standard functional group transformations. Its stability under common reaction conditions and compatibility with palladium-catalyzed couplings facilitate downstream derivatization. The ester functionality allows for selective hydrolysis or reduction, while the electron-deficient oxazole ring supports nucleophilic substitution at C5. This compound functions effectively in medicinal chemistry campaigns requiring robust, synthetically accessible heterocycles.

Synthesis

Route1
- 541-41-3
- 90892-93-6
- ~85%
- In-stock
  
  90892-99-2
References
- Dondoni, Alessandro; Dall'Occo, Tiziano; Fantin, Giancarlo; Fogagnolo, Marco; Medici, Alessandro; Pedrini, Paola Journal of the Chemical Society, Chemical Communications, 1984 , # 4 p. 258 - 260

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 52.33
LogP 1.15972
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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Ethyl 4-methyloxazole-2-carboxylate

CAS No. 90892-99-2

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