Methyl 4-oxotetrahydrofuran-3-carboxylate

Name: Methyl 4-oxotetrahydrofuran-3-carboxylate
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CAS No. 57595-23-0
Cat. No. CS-D0559
Purity≥96%
MDL No.MFCD19707049

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Methyl 4-oxotetrahydrofuran-3-carboxylate|CS-D0559

Structure of 57595-23-0

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Description

Methyl 4-oxotetrahydrofuran-3-carboxylate features a reactive α,β-unsaturated carbonyl system within a saturated heterocyclic framework, enabling efficient conjugate additions and cycloaddition reactions. This bench-stable ester integrates readily into complex molecular architectures, serving as a key intermediate in the synthesis of bioactive natural products and pharmaceutical candidates.

Application

Methyl 4-oxotetrahydrofuran-3-carboxylate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to tetrahydrofuran scaffolds via nucleophilic addition and cyclization reactions. Its α,β-unsaturated carbonyl motif facilitates Michael additions and condensations, while the ester group supports further functionalization. Bench-stable and readily purified by distillation or chromatography, it functions effectively in multistep sequences for medicinal chemistry and natural product synthesis.

General Information

CAS No. 57595-23-0
Cat. No. CS-D0559
Purity ≥96%
MDL No. MFCD19707049
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈O₄
Molecular Weight 144.13
Synonym(s) Tetrahydro-4-oxo-3-furancarboxylic Acid Methyl Ester
SMILES COC(C1COCC1=O)=O

Computational Chemistry Data

TPSA 52.6
LogP -0.6251
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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 : 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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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

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Methyl 4-oxotetrahydrofuran-3-carboxylate

CAS No. 57595-23-0

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