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CS-W001157 4
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isothiazole

  • CAS No. 1251459-71-8

  • Cat. No. CS-0174594
  • Purity≥97%
  • MDL No.None

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isothiazole|CS-0174594

Structure of 1251459-71-8

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General Information

  • CAS No. 1251459-71-8
  • Cat. No. CS-0174594
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄BNO₂S
  • Molecular Weight 211.09
  • Synonym(s) Isothazole-4-boronic acid pinacol ester
  • SMILES CC1(C(C)(OB(O1)C2=CSN=C2)C)C

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isothiazole integrates a boronate ester moiety with an electron-deficient isothiazole ring, enabling direct coupling in palladium-catalyzed cross-coupling reactions. This bench-stable reagent delivers efficient access to diverse heteroaryl architectures under standard conditions.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isothiazole serves as a stable, bench-friendly boronate building block for Suzuki-Miyaura coupling reactions. Its isothiazole core provides orthogonal reactivity and enhances metabolic stability in medicinal chemistry applications. The tetramethyl-substituted dioxaborolane moiety ensures high functional group tolerance, minimal protodeboronation, and compatibility with diverse reaction conditions. This compound enables efficient construction of biaryl and heteroaryl scaffolds in drug discovery and materials science workflows.

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   1.4423
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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