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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)thiazole

  • CAS No. 1415241-98-3

  • Cat. No. CS-0565353
  • Purity≥97%
  • MDL No.MFCD26518431

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)thiazole|CS-0565353

Structure of 1415241-98-3

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General Information

  • CAS No. 1415241-98-3
  • Cat. No. CS-0565353
  • Purity ≥97%
  • MDL No. MFCD26518431
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃BF₃NO₂S
  • Molecular Weight 279.09
  • Synonym(s) 5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)-1,3-thiazole
  • SMILES FC(F)(C1=NC=C(B2OC(C)(C(C)(C)O2)C)S1)F

Description

This boronate-functionalized thiazole integrates readily into Suzuki-Miyaura cross-coupling reactions under mild conditions. The trifluoromethyl group imparts enhanced electron-withdrawing character and metabolic stability, while the tetramethylcycloborate moiety ensures high reactivity and bench-stable handling.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)thiazole serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the pinacol boronate moiety ensures excellent bench stability and compatibility with diverse reaction conditions. This compound facilitates efficient construction of biaryl and heteroaryl scaffolds common in pharmaceutical research and enables straightforward purification via standard chromatographic methods.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   31.35
  • LogP   2.4611
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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