Bis(2-methyl-2-propanyl) 1-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatetracontane-22,40-dicarboxylate
[CAS# 1118767-15-9]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Carboxylic acid and ester perfume >> Aliphatic carboxylate
• Name: Bis(2-methyl-2-propanyl) 1-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatetracontane-22,40-dicarboxylate
• Synonyms: Octa(OtBu)-Glu(AEEA-AEEA-OSu)-OtBu;tert-butyl 18-[[5-[2-[2-[2-[2-[2-[2-(2,5-dioxopyrrolidin-1-yl)oxy-2-oxoethoxy]ethoxy]ethylamino]-2-oxoethoxy]ethoxy]ethylamino]-1-[(2-methylpropan-2-yl)oxy]-1,5-dioxopentan-2-yl]amino]-18-oxooctadecanoate
• Molecular Formula: C₄₇H₈₂N₄O₁₅
• Molecular Weight: 943.17
• CAS Registry Number: 1118767-15-9
• SMILES: CC(C)(C)OC(=O)CCCCCCCCCCCCCCCCC(=O)NC(CCC(=O)NCCOCCOCC(=O)NCCOCCOCC(=O)ON1C(=O)CCC1=O)C(=O)OC(C)(C)C

Properties

• Density: 1.2±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.513, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P280-P301+P312-P302+P352-P305+P351+P33

Discovory and Applicatios

Bis(2-methyl-2-propanyl) 1-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatetracontane-22,40-dicarboxylate, a complex chemical compound, has garnered attention in the fields of polymer chemistry and biomedical research. This compound, often referred to by its shorter designation or trade name, plays a vital role in various applications due to its unique structural properties and reactivity. Its discovery came from efforts to design specialized macromolecules that could act as linkers or scaffolds in drug delivery systems and advanced polymeric materials.

The structure of this compound is characterized by the presence of multiple functional groups, including esters, carbamates, and a pyrrolidinyl group. These functional groups provide the compound with significant versatility, allowing it to undergo a wide range of chemical transformations. The backbone of the molecule includes both amide and ether linkages, contributing to its stability and making it suitable for use in applications that require durable materials. The dioxopyrrolidinyl moiety, in particular, is known for its reactivity and is commonly found in compounds used for bioconjugation reactions.

One of the primary applications of Bis(2-methyl-2-propanyl) 1-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatetracontane-22,40-dicarboxylate is in the field of drug delivery. Its ability to act as a linker molecule allows it to be used in the development of polymer-drug conjugates. These conjugates improve the delivery of therapeutic agents by increasing their solubility, stability, and targeting ability. The compound’s multiple reactive sites provide opportunities for attaching drugs or other functional molecules, enabling the creation of complex drug delivery systems that can release their payload in a controlled manner. This makes it an ideal candidate for use in targeted therapies, particularly in cancer treatment, where precise delivery of drugs to tumor cells is crucial for maximizing efficacy while minimizing side effects.

In addition to its role in drug delivery, this compound is also used in the synthesis of advanced polymeric materials. Its structural features make it well-suited for creating cross-linked networks and dendritic polymers, which are valuable in producing materials with enhanced mechanical and thermal properties. These materials are employed in various high-performance applications, including coatings, adhesives, and biomedical implants. The compound’s ability to form stable bonds and its resistance to degradation under harsh conditions make it particularly useful in environments where durability is essential.

Moreover, the dioxopyrrolidinyl group in this compound is commonly utilized in bioconjugation techniques. This group is highly reactive toward primary amines, enabling the formation of stable amide bonds. As a result, Bis(2-methyl-2-propanyl) 1-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatetracontane-22,40-dicarboxylate is often employed in the preparation of protein conjugates and other biomolecular assemblies used in research and diagnostics. Its ability to facilitate the attachment of biological molecules to various surfaces or carriers makes it invaluable in the development of biosensors, imaging agents, and therapeutic biomaterials.

The discovery of this compound can be traced to research into macromolecular scaffolds designed for biotechnological and pharmaceutical applications. The goal was to develop a versatile linker that could combine stability with the flexibility needed to attach a variety of molecules. This has led to its use in diverse areas ranging from biomedical research to the production of functional materials.

Bis(2-methyl-2-propanyl) 1-[(2,5-dioxo-1-pyrrolidinyl)oxy]-1,10,19,24-tetraoxo-3,6,12,15-tetraoxa-9,18,23-triazatetracontane-22,40-dicarboxylate continues to be a key component in cutting-edge applications where chemical versatility, stability, and biocompatibility are paramount. Its discovery has opened the door to innovative approaches in material science and drug delivery, demonstrating the importance of complex macromolecules in modern chemistry and biotechnology.