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CS-W001157 4
Total: USD 88.00

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine

  • CAS No. 1048976-83-5

  • Cat. No. CS-W001285
  • Molecule weight299.22
  • Purity≥97%
  • MDL No.MFCD11501654

*For research and further manufacturing use only, not for direct human use.

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine|CS-W001285

Structure of 1048976-83-5

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General Information

  • CAS No. 1048976-83-5
  • Cat. No. CS-W001285
  • Purity ≥97%
  • MDL No. MFCD11501654
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₆BNO₂
  • Molecular Weight 299.22
  • Synonym(s) 1-BENZYL-4-(TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-3,6-DIHYDRO-2H-PYRIDINE
  • SMILES CC1(C)OB(OC1(C)C)C1=CCN(CC1)Cc1ccccc1

Description

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The tetrahydropyridine core provides a stable, electron-rich platform for C–C bond formation. This bench-stable reagent integrates readily into complex molecule assembly workflows.

Application

1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine serves as a stable, bench-ready boron building block for palladium-catalyzed cross-coupling reactions. The tetrahydropyridine core provides a versatile scaffold for medicinal chemistry, while the pinacol boronate group enables efficient C–C bond formation under standard Suzuki-Miyaura conditions. Functional group tolerance and ease of purification support its use in modular synthesis of complex heterocyclic compounds and API intermediates.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      70882-08-5
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~63%
    • In-stock
      1-Benzyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine|CS-W001285
      1048976-83-5

    References

    • Tsukamoto, Hirokazu; Kondo, Yoshinori Angewandte Chemie - International Edition, 2008 , vol. 47, # 26 p. 4851 - 4854

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   21.7
  • LogP   3.4501
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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