Methyl (S)-5-oxotetrahydrofuran-2-carboxylate

Name: Methyl (S)-5-oxotetrahydrofuran-2-carboxylate
Brand: ChemScene
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CAS No. 21461-85-8
Cat. No. CS-0336442
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Methyl (S)-5-oxotetrahydrofuran-2-carboxylate|CS-0336442

Structure of 21461-85-8

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Description

Methyl (S)-5-oxotetrahydrofuran-2-carboxylate is a chiral building block featuring a stereodefined γ-lactone scaffold with a ketone at the C5 position. This bench-stable, moisture-tolerant reagent integrates readily into asymmetric synthesis workflows, enabling efficient access to complex oxygenated heterocycles and natural product analogs through selective nucleophilic additions and metal-catalyzed transformations.

Application

Methyl (S)-5-oxotetrahydrofuran-2-carboxylate serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective synthesis of bioactive molecules. Its α,β-unsaturated γ-lactone motif facilitates conjugate additions and asymmetric transformations. The molecule exhibits excellent bench stability, compatibility with common functional groups, and simplifies purification due to its well-defined polarity and crystalline nature—making it ideal for medicinal chemistry and process development workflows.

General Information

CAS No. 21461-85-8
Cat. No. CS-0336442
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈O₄
Molecular Weight 144.13
Synonym(s) (S)-methyl 5-oxotetrahydrofuran-2-carboxylate
SMILES COC(=O)[C@@H]1CCC(=O)O1

Computational Chemistry Data

TPSA 52.6
LogP -0.135
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydrofuran compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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Methyl (S)-5-oxotetrahydrofuran-2-carboxylate

CAS No. 21461-85-8

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