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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[tris(1-methylethyl)silyl]oxazole

  • CAS No. 1186127-11-6

  • Cat. No. CS-0456887
  • Purity≥97%
  • MDL No.MFCD16170324

*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-[tris(1-methylethyl)silyl]oxazole|CS-0456887

Structure of 1186127-11-6

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General Information

  • CAS No. 1186127-11-6
  • Cat. No. CS-0456887
  • Purity ≥97%
  • MDL No. MFCD16170324
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₃₄BNO₃Si
  • Molecular Weight 351.36
  • Synonym(s) 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(triisopropylsilyl)oxazole
  • SMILES N=1C=C(OC1[Si](C(C)C)(C(C)C)C(C)C)B2OC(C)(C)C(O2)(C)C

Description

This boronate-functionalized oxazole integrates seamlessly into cross-coupling workflows, offering enhanced stability and compatibility with palladium catalysis. The tris(1-methylethyl)silyl group provides steric shielding and moisture tolerance, enabling reliable handling under standard conditions.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[tris(1-methylethyl)silyl]oxazole serves as a robust building block for Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of oxazole-containing biaryls and heterocyclic scaffolds. The boronate ester group offers excellent stability and functional group tolerance, while the tris(1-methylethyl)silyl protecting group ensures reliable deprotection under mild conditions. This compound facilitates rapid access to complex molecular architectures in medicinal chemistry 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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   44.49
  • LogP   3.8596
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   5

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