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tert-Butyl methyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate

  • CAS No. 2246590-15-6

  • Cat. No. CS-0375087
  • Purity≥97%
  • MDL No.None

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

tert-Butyl methyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate|CS-0375087

Structure of 2246590-15-6

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General Information

  • CAS No. 2246590-15-6
  • Cat. No. CS-0375087
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₃₀BNO₄
  • Molecular Weight 347.26
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N(C)CC1=CC=CC=C1B2OC(C)(C)C(C)(C)O2

Description

tert-Butyl methyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate features a boronate ester group flanked by sterically hindered tetramethylcyclopentadienone moieties, enabling robust coupling under mild conditions. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura reactions, delivering efficient access to functionalized aryl derivatives with high chemoselectivity and minimal protodeboronation.

Application

tert-Butyl methyl(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)carbamate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The diborane moiety enables efficient C–C bond formation under mild conditions, while the tert-butyl carbamate and methylcarbamate groups provide orthogonal protection and enhanced solubility. Its compatibility with diverse functional groups and straightforward purification make it ideal for constructing complex aryl scaffolds in medicinal chemistry and process development 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   48
  • LogP   3.3527
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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