Methyl 2-amino-1,3-oxazole-4-carboxylate

Name: Methyl 2-amino-1,3-oxazole-4-carboxylate
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CAS No. 1000576-38-4
Cat. No. CS-0049180
Molecule weight142.11
Purity≥97%
MDL No.None

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Methyl 2-amino-1,3-oxazole-4-carboxylate|CS-0049180

Structure of 1000576-38-4

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General Information

CAS No. 1000576-38-4
Cat. No. CS-0049180
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆N₂O₃
Molecular Weight 142.11
Synonym(s) Methyl 2-aminooxazole-4-carboxylate
SMILES COC(=O)C1=COC(N)=N1

Description

Methyl 2-amino-1,3-oxazole-4-carboxylate features a fused oxazole ring bearing both amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable compound serves as a key intermediate in the synthesis of bioactive nitrogen-containing molecules, particularly in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Application

Methyl 2-amino-1,3-oxazole-4-carboxylate serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. The ortho-amino and ester functionalities enable direct functionalization via amidation, alkylation, or transition-metal-catalyzed coupling reactions. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to oxazole-based scaffolds found in bioactive molecules and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  7425-63-0
- In-stock
  
  57-13-6
- ~77%
- In-stock
  
  1000576-38-4
References
- Denonne, Frederic; Atienzar, Franck; Celanire, Sylvain; Christophe, Bernard; Delannois, Frederique; Delaunoy, Christel; Delporte, Marie-Laure; Durieu, Vronique; Gillard, Michel; Lallemand, Bndicte; Lamberty, Yves; Lorent, Genevive; Vanbellinghen, Alain; Van Houtvin, Nathalie; Verbois, Valrie; Provins, Laurent ChemMedChem, 2010 , vol. 5, # 2 p. 206 - 212

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P233-P260-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

TPSA 78.35
LogP 0.0434
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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Methyl 2-amino-1,3-oxazole-4-carboxylate

CAS No. 1000576-38-4

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