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    844501-00-4

    Catalog No. EBD2193608

    CAS 844501-00-4

    Name [1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-yl]boronicacid

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    Basic Information

    Synonyms: [1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]boronicacid [1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-yl]boronicacid 1(2h)-pyridinecarboxylicacid,4-borono-3,6-dihydro-,1-(1,1-dimethylethyl)ester(9ci) 1-(tert-butoxycarbonyl)-1,2,3,6-tetrahydropyridine-4-boronicacid 1,2,3,6-tetrahydropyridine-4-boronicacid,n-bocprotected n-boc-1,2,3,6-tetrahydropyridin-4-ylboronicacid 1(2h)-pyridinecarboxylicacid,4-borono-3,6-dihydro-,1-(1,1-dimethylethyl)ester

    Molecular Formula: C10H18BNO4

    Molecular Weight: 227.07

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

    Product Description:
    [1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]boronic acid is a protected boronic acid derivative featuring a 1,2,3,6-tetrahydropyridine (THP) scaffold. The presence of the tert-butoxycarbonyl (Boc) group on the nitrogen atom provides stability and facilitates handling during synthetic operations. The boronic acid functional group at the 4-position makes it a versatile organoboron reagent, primarily used in Suzuki-Miyaura cross-coupling reactions. This compound serves as a key synthetic intermediate in medicinal chemistry. Its primary application is in the construction of complex molecules, particularly for the synthesis of pharmaceutical candidates. The THP moiety is a privileged structure found in numerous bioactive compounds and active pharmaceutical ingredients (APIs) targeting the central nervous system and other therapeutic areas. The Boc-protected amine allows for selective deprotection and further functionalization, enabling efficient library synthesis and structure-activity relationship (SAR) studies. As a specialized organoboron building block, it is not considered a generic or extremely common reagent. It is typically handled under inert atmosphere to prevent protodeboronation and stored at low temperatures to maintain stability. Its use is predominantly confined to research and development settings for the synthesis of novel drug-like molecules.
    Physical Properties
    mg g kg ml l t