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CS-W001157 4
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1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester

  • CAS No. 903550-26-5

  • Cat. No. CS-W001242
  • Purity≥97%
  • MDL No.MFCD09037501

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

1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester|CS-W001242

Structure of 903550-26-5

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General Information

  • CAS No. 903550-26-5
  • Cat. No. CS-W001242
  • Purity ≥97%
  • MDL No. MFCD09037501
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₃BN₂O₃
  • Molecular Weight 278.16
  • Synonym(s) None
  • SMILES CC(C(C)(O1)C)(OB1C2=CC=NN2C3CCCCO3)C

Description

This boronate ester features a tetrahydropyran-2-yl-protected pyrazole scaffold, delivering enhanced stability and solubility in polar organic solvents. The pinacol moiety enables reliable cross-coupling performance under standard conditions, while the tetrahydropyran group ensures moisture tolerance and ease of deprotection. Ideal for constructing complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Synthesis

  • Route1

    References

    • Gerard, Anne-Laure; Mahatsekake, Clement; Collot, Valerie; Rault, Sylvain Tetrahedron Letters, 2007 , vol. 48, # 23 p. 4123 - 4126
  • Route2

    References

    • NERVIANO MEDICAL SCIENCES S.R.L.; PULICI, Maurizio; ZUCCOTTO, Fabio; BADARI, Alessandra; NUVOLONI, Stefano; CERVI, Giovanni; TRAQUANDI, Gabriella; BIONDARO, Sonia; TRIFIRO', Paolo; MARCHIONNI, Chiara; MODUGNO, Michele Patent: WO2010/10154 A1, 2010 ; Location in patent: Page/Page column 147-148 ; WO 2010/010154 A1
  • Route3
    • In-stock
      2,3-Dimethylbutane-2,3-diol|CS-0015356
      76-09-5
    • null|null
      1217902-60-7
    • ~%
    • In-stock
      1-(Tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester|CS-W001242
      903550-26-5

    References

    • McLaughlin, Mark; Marcantonio, Karen; Chen, G-Yi; Davies, Ian W. Journal of Organic Chemistry, 2008 , vol. 73, # 11 p. 4309 - 4312

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   45.51
  • LogP   1.8814
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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