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2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole

  • CAS No. 845872-30-2

  • Cat. No. CS-0096025
  • Purity≥97%
  • MDL No.MFCD13181970

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

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole|CS-0096025

Structure of 845872-30-2

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General Information

  • CAS No. 845872-30-2
  • Cat. No. CS-0096025
  • Purity ≥97%
  • MDL No. MFCD13181970
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₈BNO₃
  • Molecular Weight 259.11
  • Synonym(s) 2-Methyl-1,3-benzoxazole-5-boronic acid,pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(OC(C)=N3)C3=C2)O1

Description

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole delivers a stable boronate handle for Suzuki-Miyaura cross-coupling reactions. The tetramethyl-substituted dioxaborolane moiety resists hydrolysis and enables efficient coupling under mild conditions. This bench-stable, moisture-tolerant reagent integrates readily into complex molecular architectures with minimal side reactivity.

Application

2-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[d]oxazole serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient construction of biaryl architectures under mild conditions. The boronate ester moiety exhibits excellent stability, facilitates straightforward purification, and tolerates diverse functional groups, making it well-suited for iterative synthesis of complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H319
Precautionary Statements : P264-P270-P280-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.49
  • LogP   2.43542
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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