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CS-W001157 4
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(1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid

  • CAS No. 844501-00-4

  • Cat. No. CS-W019726
  • Purity≥97%
  • MDL No.MFCD09997795

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

(1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid|CS-W019726

Structure of 844501-00-4

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General Information

  • CAS No. 844501-00-4
  • Cat. No. CS-W019726
  • Purity ≥97%
  • MDL No. MFCD09997795
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈BNO₄
  • Molecular Weight 227.07
  • Synonym(s) N-BOC-1,2,3,6-tetrahydropyridin-4-ylboronic acid
  • SMILES O=C(N1CC=C(B(O)O)CC1)OC(C)(C)C

Description

This tetrahydropyridine-based boronic acid features a tert-butoxycarbonyl-protected amine and a pendant boronic acid group, enabling direct incorporation into Suzuki-Miyaura couplings. The protected amine facilitates downstream functionalization while the boronic acid unit offers stable, bench-ready reactivity under standard conditions.

Application

(1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid serves as a stable, bench-ready building block for the synthesis of nitrogen-containing heterocycles and biologically relevant scaffolds. Its tetrahydropyridine core enables diverse Suzuki-Miyaura couplings under standard conditions, with the Boc group providing protection and ease of purification. The boronic acid functionality exhibits good functional group tolerance and compatibility with common reaction protocols in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • GLAXO GROUP LIMITED Patent: WO2005/92863 A1, 2005 ; Location in patent: Page/Page column 62 ;

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   70
  • LogP   0.5656
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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