Cas no 1692722-15-8 (ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate)

Ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate is a pyrrolidine-based ester compound with a branched alkyl substituent at the 3-position. Its structure combines a carboxylate ester functional group with a sterically hindered isopropyl group, making it a versatile intermediate in organic synthesis. The compound is particularly useful in the preparation of pharmaceuticals and agrochemicals due to its ability to introduce chiral centers and modulate steric and electronic properties. Its ester group allows for further derivatization, while the pyrrolidine ring offers rigidity and conformational control. This compound is valued for its synthetic flexibility and potential applications in medicinal chemistry and catalyst design.
ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate structure
1692722-15-8 structure
Product Name:ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate
CAS No:1692722-15-8
MF:C10H19NO2
MW:185.26336312294
CID:4611241
PubChem ID:86811583
Update Time:2025-10-29

ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate
    • 3-Pyrrolidinecarboxylic acid, 3-(1-methylethyl)-, ethyl ester
    • Inchi: 1S/C10H19NO2/c1-4-13-9(12)10(8(2)3)5-6-11-7-10/h8,11H,4-7H2,1-3H3
    • InChI Key: IKMRYBGLRUERCT-UHFFFAOYSA-N
    • SMILES: N1CCC(C(C)C)(C(OCC)=O)C1

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ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate Related Literature

Additional information on ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate

Recent Advances in the Study of Ethyl 3-(Propan-2-yl)Pyrrolidine-3-Carboxylate (CAS: 1692722-15-8)

Ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate (CAS: 1692722-15-8) is a compound of significant interest in the field of chemical biology and pharmaceutical research. Recent studies have highlighted its potential as a versatile intermediate in the synthesis of bioactive molecules, particularly in the development of novel therapeutic agents. This research briefing provides an overview of the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug discovery.

The compound's unique pyrrolidine scaffold, combined with the isopropyl and ester functional groups, makes it a valuable building block for medicinal chemistry. Recent literature has explored its role in the synthesis of small molecule inhibitors targeting various enzymes and receptors. For instance, a study published in the Journal of Medicinal Chemistry demonstrated the use of ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate as a key intermediate in the development of selective kinase inhibitors, which show promise in oncology applications.

In addition to its synthetic utility, the biological activity of ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate has been investigated in several preclinical models. Research indicates that derivatives of this compound exhibit moderate to high binding affinity for certain G protein-coupled receptors (GPCRs), suggesting potential applications in neurological and cardiovascular diseases. A recent study in Bioorganic & Medicinal Chemistry Letters reported the optimization of this scaffold to enhance its pharmacokinetic properties, resulting in improved bioavailability and metabolic stability.

From a methodological perspective, advances in asymmetric synthesis have enabled the efficient production of enantiomerically pure forms of ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate. This is particularly important given the increasing emphasis on chirality in drug development. A 2023 publication in Organic Letters detailed a novel catalytic system that achieves high enantioselectivity in the synthesis of this compound, offering a scalable route for industrial applications.

Looking ahead, the versatility of ethyl 3-(propan-2-yl)pyrrolidine-3-carboxylate positions it as a compound of continued interest in pharmaceutical research. Ongoing studies are exploring its incorporation into larger molecular architectures, such as peptidomimetics and macrocycles, to target challenging biological pathways. Furthermore, computational modeling approaches are being employed to predict new derivatives with enhanced therapeutic potential. The convergence of synthetic chemistry, biological evaluation, and computational design is expected to drive further innovations involving this compound in the coming years.

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