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    1256387-87-7

    Catalog No. EBD3328156

    CAS 1256387-87-7

    Name 3-{6-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-1H-benzoimidazol-2-yl}-2-aza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

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    Basic Information

    Synonyms: 3-{6-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-1H-benzoimidazol-2-yl}-2-aza-bicyclo[2.2.1]heptane-2-carboxylicacidtert-butylester (1R,3S,4S)-3-[6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzimidazol-2-yl]-2-azabicyclo[2.2.1]heptane-2-carboxylicacid1,1-dimethylethylester (1R,3S,4S)-tert-butyl3-(6-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane-2-carboxylate (1r,3s,4s)-3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1h-benzimidazol-2-yl)-2-azabicyclo(2.2.1)heptane-2-carboxylicacid1,1-dimethylethylester (1R,3S,4S)-3-[6-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-BENZIMIDAZOL-2-YL]-2-AZABICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC?ACID?1,1-DIMETHYLETHYL?ESTER

    Molecular Formula: C24H34BN3O4

    Molecular Weight: 439.36

    Categories: Medicinal Chemistry > Targeted Protein Degradation Tools > Linkers Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

    Product Description:
    This compound, (1R,3S,4S)-2-(tert-Butoxycarbonyl)-3-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazol-2-yl)-2-azabicyclo[2.2.1]heptane, is a sophisticated bifunctional molecule designed for the construction of Proteolysis-Targeting Chimeras (PROTACs). Its structure integrates a rigid, chiral 2-azabicyclo[2.2.1]heptane scaffold, a benzimidazole heterocycle, and a key pinacol boronate ester group. The tert-butyloxycarbonyl (Boc) group serves as a standard protecting group for the secondary amine on the azabicycloheptane core. Its primary application is in medicinal chemistry and chemical biology as a specialized linker component for PROTACs. The molecule is engineered to function as a "linker-E3 ligase ligand conjugate." The boronic acid pinacol ester moiety is a crucial chemical handle, allowing for efficient Suzuki-Miyaura cross-coupling reactions to connect this fragment to an aryl halide-containing target protein ligand. This modular synthesis is fundamental to creating diverse PROTAC libraries for drug discovery. While its core utility is in targeted protein degradation, the presence of the boronate ester and the protected amine also makes it a valuable, albeit specialized, organic synthesis building block. It is primarily used by researchers developing novel degrader molecules against various disease targets, particularly in oncology and neurodegenerative diseases.
    Physical Properties
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