Methyl 5-oxazolecarboxylate

Name: Methyl 5-oxazolecarboxylate
Brand: ChemScene
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CAS No. 121432-12-0
Cat. No. CS-0044071
Molecule weight127.10
Purity≥98%
MDL No.MFCD00144774

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General Information

CAS No. 121432-12-0
Cat. No. CS-0044071
Purity ≥98%
MDL No. MFCD00144774
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅NO₃
Molecular Weight 127.10
Synonym(s) 5-Oxazolecarboxylic acid, methyl ester
SMILES O1C(=CN=C1)C(=O)OC

Description

Methyl 5-oxazolecarboxylate is a bench-stable heterocyclic ester featuring a nitrogen-rich oxazole ring with a strategically positioned ester group. This compound serves as a key synthetic intermediate in the construction of bioactive molecules, particularly within medicinal chemistry and agrochemical research. The electron-deficient oxazole core facilitates nucleophilic substitution and enables efficient coupling reactions under mild conditions. Its compatibility with diverse functional groups supports rapid diversification in scaffold development.

Application

Methyl 5-oxazolecarboxylate serves as a versatile building block for oxazole ring synthesis and functionalized heterocycles. Its ester group enables straightforward derivatization, while the electron-deficient oxazole core facilitates nucleophilic substitution and transition-metal-catalyzed coupling reactions. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for medicinal chemistry campaigns and process development workflows requiring reliable access to oxazole scaffolds.

Synthesis

Route1
- 924-44-7
- 38622-91-2
- ~59%
- In-stock
  
  121432-12-0
References
- AB SCIENCE Patent: WO2007/131953 A1, 2007 ; Location in patent: Page/Page column 10 ; WO 2007/131953 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 52.33
LogP 0.4612
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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Methyl 5-oxazolecarboxylate

CAS No. 121432-12-0

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