2,5-Dioxopyrrolidin-1-yl 2-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)acetate

Name: 2,5-Dioxopyrrolidin-1-yl 2-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)acetate
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CAS No. 91574-33-3
Cat. No. CS-0457925
Purity≥98%
MDL No.MFCD28126928

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2,5-Dioxopyrrolidin-1-yl 2-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)acetate|CS-0457925

Structure of 91574-33-3

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General Information

CAS No. 91574-33-3
Cat. No. CS-0457925
Purity ≥98%
MDL No. MFCD28126928
Storage -20°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₁₂N₂O₆
Molecular Weight 328.28
Synonym(s) 4-Maleimidophenylacetic Acid N-Hydroxysuccinimide Ester
SMILES O=C(C=C1)N(C2=CC=C(CC(ON3C(CCC3=O)=O)=O)C=C2)C1=O

Description

This pyrrolidinone ester features a reactive acylating group flanked by a para-substituted phenyl ring, enabling efficient coupling in peptide and biomolecule synthesis. The dioxopyrrolidinyl moiety delivers high electrophilicity and stability under standard conditions, facilitating clean activation without significant hydrolysis.

Application

2,5-Dioxopyrrolidin-1-yl 2-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)acetate serves as a robust activated ester for amide bond formation, enabling efficient coupling with primary amines under mild conditions. The pyrrole-containing aryl acetic acid scaffold provides enhanced solubility and stability in organic media, facilitating purification and scalability. Functions reliably in peptide synthesis and conjugation workflows where orthogonality and reaction efficiency are critical.

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 101.06
LogP 0.2657
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

91574-33-3 sigma91574-33-3 manufacturer91574-33-3 price91574-33-3 structure91574-33-3 SDSbuy 91574-33-391574-33-3 supplier91574-33-3 uses91574-33-3 molecular weightprice of 91574-33-391574-33-3 chemical name formula of 91574-33-3

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2,5-Dioxopyrrolidin-1-yl 2-(4-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl)acetate

CAS No. 91574-33-3

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