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2,5-Dioxopyrrolidin-1-yl octanoate
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CAS No. 14464-30-3
- Cat. No. CS-0016550
- Purity≥97%
- MDL No.MFCD00050404
*For research and further manufacturing use only, not for direct human use.
Structure of 14464-30-3
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General Information
- CAS No. 14464-30-3
- Cat. No. CS-0016550
- Purity ≥97%
- MDL No. MFCD00050404
- Storage -20°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₂H₁₉NO₄
- Molecular Weight 241.28
- Synonym(s) None
- SMILES CCCCCCCC(ON1C(CCC1=O)=O)=O
Description
2,5-Dioxopyrrolidin-1-yl octanoate serves as a robust acyl transfer agent in peptide synthesis and esterification reactions. This stable, moisture-tolerant reagent features a long aliphatic chain that enhances solubility in organic media while enabling efficient coupling under standard conditions.
Application
2,5-Dioxopyrrolidin-1-yl octanoate serves as a robust acyl transfer agent for amide bond formation, enabling efficient coupling of carboxylic acids with amines under mild conditions. Its bench-stable nature and clean byproduct formation facilitate straightforward purification, making it well-suited for peptide synthesis and functionalization of complex scaffolds. The octanoyl group provides enhanced lipophilicity for applications in medicinal chemistry and macrocyclic system assembly.
Synthesis
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References
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Vavrova, Katerina; Hrabalek, Alexandr; Dolezal, Pavel; Samalova, Lucie; Palat, Karel; Zbytovska, Jarmila; Holas, Tomas; Klimentova, Jana Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 24 p. 5381 - 5390
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Route2
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In-stock
6066-82-6 -
111-64-8 - ~83%
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In-stock
14464-30-3
References
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Genzyme Corporation Patent: US2003/50299 A1, 2003 ;
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References
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Schulze, Agnes; Giannis, Athanassios Advanced Synthesis and Catalysis, 2004 , vol. 346, # 2-3 p. 252 - 256
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 63.68
- LogP 1.9541
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 7
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Key Words
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