Cas no 1279821-90-7 (N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine)

N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine is a protected pyrrolidine derivative widely used in organic synthesis and pharmaceutical research. The tert-butyloxycarbonyl (Boc) group serves as a robust protecting group for amines, enhancing stability and enabling selective reactions in multi-step syntheses. The 2-ethyl substitution on the pyrrolidine ring introduces steric and electronic effects, which can influence reactivity and selectivity in downstream transformations. This compound is particularly valuable in peptide chemistry and heterocyclic synthesis, where controlled deprotection of the Boc group under mild acidic conditions is required. Its high purity and well-defined structure make it a reliable intermediate for the development of bioactive molecules and fine chemicals.
N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine structure
1279821-90-7 structure
Product Name:N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine
CAS No:1279821-90-7
MF:C11H21NO3
MW:215.289343595505
CID:1062305
PubChem ID:71314441
Update Time:2025-06-14

N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine Chemical and Physical Properties

Names and Identifiers

    • N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine
    • 2-Ethyl-2-hydroxy-1-pyrrolidinecarboxylic Acid 1,1-Dimethylethyl Ester
    • starbld0028923
    • 1279821-90-7
    • DTXSID10747277
    • tert-Butyl 2-ethyl-2-hydroxypyrrolidine-1-carboxylate
    • Inchi: 1S/C11H21NO3/c1-5-11(14)7-6-8-12(11)9(13)15-10(2,3)4/h14H,5-8H2,1-4H3
    • InChI Key: FYEUTXJZYOSEHS-UHFFFAOYSA-N
    • SMILES: OC1(CC)CCCN1C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 215.15214353g/mol
  • Monoisotopic Mass: 215.15214353g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 247
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 49.8?2

N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
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B693500-50mg
N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine
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$ 115.00 2023-04-18
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Additional information on N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine

Research Brief on N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine (CAS: 1279821-90-7) in Chemical Biology and Pharmaceutical Applications

N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine (CAS: 1279821-90-7) is a specialized chemical compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its tert-butyloxycarbonyl (Boc) protecting group and 2-ethyl-pyrrolidine moiety, serves as a crucial intermediate in the synthesis of various bioactive molecules. Recent studies have highlighted its utility in the development of novel therapeutics, particularly in the areas of central nervous system (CNS) disorders and antimicrobial agents. The Boc group is widely recognized for its stability under diverse reaction conditions, making it an ideal choice for protecting amines during multi-step synthetic processes.

In a recent study published in the Journal of Medicinal Chemistry, researchers explored the role of N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine in the synthesis of pyrrolidine-based inhibitors targeting neurodegenerative diseases. The study demonstrated that the compound's structural features, including its ethyl substitution and Boc protection, significantly enhanced the bioavailability and metabolic stability of the resulting inhibitors. Furthermore, the compound's compatibility with various coupling reagents and catalysts was emphasized, underscoring its versatility in medicinal chemistry applications. These findings suggest that N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine could play a pivotal role in the design of next-generation CNS therapeutics.

Another notable application of N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine was reported in a recent ACS Infectious Diseases article, where it was utilized as a key intermediate in the synthesis of novel antimicrobial peptides. The study revealed that the compound's pyrrolidine ring contributed to the peptides' enhanced membrane permeability, while the Boc group facilitated selective deprotection during solid-phase peptide synthesis. This dual functionality not only streamlined the synthetic workflow but also improved the overall yield and purity of the target peptides. Such advancements are particularly relevant in the context of rising antibiotic resistance, as they enable the rapid development of structurally diverse antimicrobial agents.

Beyond its applications in drug discovery, N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine has also been investigated for its potential in chemical biology tools. A recent Nature Chemical Biology publication detailed its incorporation into activity-based probes (ABPs) for studying protease activity in live cells. The compound's stability and compatibility with bioorthogonal chemistry made it an ideal candidate for labeling and tracking enzymatic activity in complex biological systems. This innovative approach opens new avenues for understanding disease mechanisms and identifying novel therapeutic targets.

In conclusion, N-tert-Butyloxycarbonyl-2-ethyl-pyrrolidine (CAS: 1279821-90-7) represents a versatile and valuable building block in chemical biology and pharmaceutical research. Its unique structural features and functional groups enable its use in diverse applications, from drug synthesis to chemical probes. As research in these fields continues to advance, the compound's role is expected to expand, further solidifying its importance in the development of innovative therapeutic strategies. Future studies may explore its potential in other areas, such as targeted drug delivery or as a scaffold for fragment-based drug design.

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