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Cat. No.: HY-W392912A

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Methyl trans-4-oxo-2-pentenoate

Name: Methyl trans-4-oxo-2-pentenoate
Brand: MedChemExpress
SKU: HY-W392912A
Availability: PreOrder

(Synonyms: Methyl (2E)-4-oxopent-2-enoate)

Methyl trans-4-oxo-2-pentenoate (Methyl (2E)-4-oxopent-2-enoate) is a heterofunctionalized dienophile containing both ketone and ester functional groups. The enone structure within the Methyl trans-4-oxo-2-pentenoate molecule makes it a highly reactive Michael acceptor capable of regioselective conjugate addition, which is commonly used in reactions for constructing complex ring systems such as the Robinson annulation. Methyl trans-4-oxo-2-pentenoate can serve as a substrate in the synthesis of α-(alkylmethylene) butyrolactone derivatives. Methyl trans-4-oxo-2-pentenoate participates in asymmetric Diels-Alder reactions promoted by chiral palladium complexes.

For research use only. We do not sell to patients.

CAS No.: 2833-24-1
Formula: C₆H₈O₃
Molecular Weight:128.13

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Methyl trans-4-oxo-2-pentenoate Chemical Structure

CAS No.: 2833-24-1

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Biological Activity

Description

In Vitro

Methyl trans-4-oxo-2-pentenoate undergoes Pd-complex mediated asymmetric Diels–Alder reaction with phosphole diene; its ketone group preferentially coordinates palladium to form a single P-chiral phosphine complex, and KCN treatment affords enantiopure P-chiral phosphine ligand^[1].
Methyl trans-4-oxo-2-pentenoate undergoes conjugate addition with primary nitroalkanes, followed by nitrous acid elimination and reductive lactonization to synthesize α-(alkylmethylene)butyrolactones^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chemical Information

CAS No. 2833-24-1
Molecular Weight 128.13
Formula C₆H₈O₃
SMILES

C(/C=C/C(C)=O)(OC)=O
Synonyms

Methyl (2E)-4-oxopent-2-enoate
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Leung P H, et al. Molecular recognition in the palladium complex promoted asymmetric synthesis of a keto-ester heterofunctionalized P-chiral phosphine. Tetrahedron: Asymmetry, 1998, 9(17): 2961-2964.

[2]. Ballini R. A New Synthesis of exo-Methylene Butyrolactones from Nitroalkanes. Synthesis, 2001, 2004: 1519-1522.

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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