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2,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole

  • CAS No. 1314306-11-0

  • Cat. No. CS-0375999
  • Purity≥97%
  • MDL No.None

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

2,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole|CS-0375999

Structure of 1314306-11-0

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General Information

  • CAS No. 1314306-11-0
  • Cat. No. CS-0375999
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈BNO₂S
  • Molecular Weight 239.14
  • Synonym(s) 2,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole
  • SMILES CC1(C)C(C)(C)OB(C2=C(C)SC(C)=N2)O1

Description

This boronate ester features a sterically protected tetramethyl-1,3,2-dioxaborolane group attached to a thiazole core bearing two methyl substituents. The electron-deficient thiazole ring enables efficient cross-coupling reactions under mild conditions. This bench-stable reagent integrates readily into Suzuki-Miyaura coupling workflows for constructing complex heterocyclic architectures with high functional group tolerance.

Application

2,5-Dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole serves as a stable, bench-ready boronate building block for palladium-catalyzed cross-coupling reactions. The tetramethylboronate moiety enables efficient Suzuki-Miyaura coupling under mild conditions, while the electron-rich thiazole core provides structural rigidity and functional group tolerance. This compound facilitates rapid assembly of substituted thiazole scaffolds in medicinal chemistry and materials synthesis.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   2.05914
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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