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2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

  • CAS No. 1360914-08-4

  • Cat. No. CS-0163100
  • Purity≥98%
  • MDL No.MFCD22392290

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

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0163100

Structure of 1360914-08-4

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General Information

  • CAS No. 1360914-08-4
  • Cat. No. CS-0163100
  • Purity ≥98%
  • MDL No. MFCD22392290
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₉BO₂
  • Molecular Weight 182.07
  • Synonym(s) Cyclobutylboronic acid pinacol ester
  • SMILES CC1(C)C(C)(C)OB(C2CCC2)O1

Description

2-cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a bench-stable boronate reagent featuring a cyclobutyl substituent that enhances steric and electronic control in cross-coupling reactions. The tetramethyl substitution stabilizes the dioxaborolane ring against hydrolysis while maintaining reactivity under standard Suzuki-Miyaura conditions. This compound integrates efficiently into complex molecular architectures with minimal side reactivity.

Application

2-Cyclobutyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its sterically protected boronate ester enables reliable coupling with aryl and vinyl halides under mild conditions, offering excellent functional group tolerance and ease of purification. The cyclobutyl substituent provides a rigid, lipophilic moiety useful in medicinal chemistry scaffolds, enhancing metabolic stability while maintaining reactivity.

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 : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.6327
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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