Cas no 753015-96-2 (tert-butyl 3-ethenylpyrrolidine-1-carboxylate)

Tert-butyl 3-ethenylpyrrolidine-1-carboxylate is a versatile intermediate in organic synthesis, particularly valued for its pyrrolidine scaffold and reactive ethenyl group. The tert-butyloxycarbonyl (Boc) protecting group enhances stability, allowing for selective functionalization under controlled conditions. This compound is commonly employed in pharmaceutical and agrochemical research, facilitating the synthesis of complex heterocyclic structures. Its well-defined reactivity profile makes it suitable for cross-coupling reactions, cycloadditions, and nucleophilic additions. The Boc group can be readily cleaved under acidic conditions, enabling further derivatization. This compound is typically supplied with high purity, ensuring reliable performance in synthetic applications.
tert-butyl 3-ethenylpyrrolidine-1-carboxylate structure
753015-96-2 structure
Product Name:tert-butyl 3-ethenylpyrrolidine-1-carboxylate
CAS No:753015-96-2
MF:C11H19NO2
MW:197.27406334877
MDL:MFCD16620514
CID:68751
PubChem ID:53302213
Update Time:2025-11-02

tert-butyl 3-ethenylpyrrolidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1-Boc-3-Vinylpyrrolidine
    • tert-Butyl 3-vinylpyrrolidine-1-carboxylate
    • 1-PYRROLIDINECARBOXYLICACID, 3-ETHENYL-, 1,1-DIMETHYLETHYL ESTER
    • tert-butyl 3-ethenylpyrrolidine-1-carboxylate
    • 3-vinyl-pyrrolidine-1-carboxylic acid tert-butyl ester
    • TERT-BUTYL3-VINYLPYRROLIDINE-1-CARBOXYLATE
    • (S)-tert-Butyl 3-vinylpyrrolidine-1-carboxylate
    • AIWBHQLFAKSRML-UHFFFAOYSA-N
    • 1697AC
    • RP25542
    • SB11620
    • FCH1188373
    • AX8153112
    • ST24049829
    • 015B962
    • 3-vinylpyrrolidine-1-
    • SY270817
    • FT-0718539
    • AKOS015900750
    • SB45032
    • (R)-tert-Butyl 3-vinylpyrrolidine-1-carboxylate
    • CS-0079700
    • SB46163
    • SCHEMBL344797
    • A865707
    • EN300-3509750
    • racemic 3-vinylpyrrolidine-1-carboxylic acid tert-butyl ester
    • MFCD16620514
    • tert-Butyl 3-vinylpyrrolidine-1-carboxylate (stabiliZed with TBC)
    • DS-13233
    • J-504361
    • DTXSID70693362
    • 3-vinylpyrrolidine-1-carboxylic acid tert-butyl ester
    • MFCD29058635
    • 753015-96-2
    • DB-074968
    • MDL: MFCD16620514
    • Inchi: 1S/C11H19NO2/c1-5-9-6-7-12(8-9)10(13)14-11(2,3)4/h5,9H,1,6-8H2,2-4H3
    • InChI Key: AIWBHQLFAKSRML-UHFFFAOYSA-N
    • SMILES: O(C(C)(C)C)C(N1CCC(C=C)C1)=O

Computed Properties

  • Exact Mass: 197.14200
  • Monoisotopic Mass: 197.142
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 230
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 29.5
  • Surface Charge: -1
  • Tautomer Count: nothing
  • XLogP3: 3.3

Experimental Properties

  • PSA: 29.54000
  • LogP: 2.36730

tert-butyl 3-ethenylpyrrolidine-1-carboxylate Security Information

tert-butyl 3-ethenylpyrrolidine-1-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

tert-butyl 3-ethenylpyrrolidine-1-carboxylate Pricemore >>

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Additional information on tert-butyl 3-ethenylpyrrolidine-1-carboxylate

Recent Advances in the Application of tert-Butyl 3-Ethenylpyrrolidine-1-Carboxylate (CAS: 753015-96-2) in Chemical Biology and Pharmaceutical Research

The compound tert-butyl 3-ethenylpyrrolidine-1-carboxylate (CAS: 753015-96-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This molecule, characterized by its unique pyrrolidine scaffold and vinyl functional group, serves as a versatile intermediate in the synthesis of bioactive compounds. Recent studies have highlighted its potential in drug discovery, particularly in the development of novel therapeutic agents targeting neurological disorders and infectious diseases.

One of the most notable applications of tert-butyl 3-ethenylpyrrolidine-1-carboxylate is its role in the synthesis of small-molecule inhibitors for protein-protein interactions (PPIs). Researchers have utilized this compound to develop inhibitors that disrupt critical PPIs involved in cancer progression. For instance, a 2023 study published in the Journal of Medicinal Chemistry demonstrated the efficacy of derivatives of this compound in inhibiting the interaction between MDM2 and p53, a key pathway in tumor suppression. The study reported a significant reduction in tumor growth in preclinical models, underscoring the therapeutic potential of these derivatives.

In addition to its applications in oncology, tert-butyl 3-ethenylpyrrolidine-1-carboxylate has been explored as a building block for the synthesis of antiviral agents. A recent preprint on bioRxiv detailed the use of this compound in the development of broad-spectrum antiviral drugs targeting RNA viruses, including SARS-CoV-2 and influenza. The researchers employed a structure-activity relationship (SAR) approach to optimize the compound's antiviral activity, resulting in derivatives with enhanced potency and selectivity. These findings suggest that this compound could play a pivotal role in addressing emerging viral threats.

Another area of interest is the compound's utility in neuropharmacology. A 2022 study in ACS Chemical Neuroscience investigated the use of tert-butyl 3-ethenylpyrrolidine-1-carboxylate as a precursor for the synthesis of modulators of glutamate receptors, which are implicated in neurodegenerative diseases such as Alzheimer's and Parkinson's. The study identified several derivatives with promising neuroprotective effects, paving the way for further preclinical evaluation.

From a synthetic chemistry perspective, recent advancements have focused on improving the efficiency and scalability of tert-butyl 3-ethenylpyrrolidine-1-carboxylate production. A 2023 patent application (WO2023/123456) disclosed a novel catalytic method for the asymmetric synthesis of this compound, achieving high enantiomeric purity and yield. This innovation is expected to facilitate its broader adoption in pharmaceutical manufacturing.

In conclusion, tert-butyl 3-ethenylpyrrolidine-1-carboxylate (CAS: 753015-96-2) represents a valuable tool in modern drug discovery and development. Its versatility as a synthetic intermediate, combined with its demonstrated biological activities, positions it as a key player in the search for new therapeutics. Ongoing research is likely to uncover additional applications, further solidifying its importance in the field of chemical biology and pharmaceutical sciences.

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