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1-Methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

  • CAS No. 874290-99-0

  • Cat. No. CS-0036268
  • Purity≥97%
  • MDL No.None

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

1-Methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea|CS-0036268

Structure of 874290-99-0

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General Information

  • CAS No. 874290-99-0
  • Cat. No. CS-0036268
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BN₂O₃
  • Molecular Weight 276.14
  • Synonym(s) 4-[(METHYLCARBAMOYL)AMINO]BENZENEBORONIC ACID, PINACOL ESTER4-(3-METHYLUREIDO)BENZENEBORONIC ACID, PINACOL ESTER
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(C=C2)NC(=O)NC)O1

Description

1-Methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea is a bench-stable boronate reagent featuring a para-substituted phenyl ring linked to a urea scaffold. This structure enables efficient Suzuki-Miyaura coupling under standard conditions, delivering arylated products with high functional group tolerance. The tetramethyl-dioxaborolane moiety enhances stability and reactivity in aqueous or mixed solvents.

Application

1-Methyl-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient palladium-catalyzed coupling with aryl halides and triflates under mild conditions. Its stability, ease of handling, and compatibility with diverse functional groups make it ideal for constructing biaryl motifs in medicinal chemistry and materials science applications.

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   59.59
  • LogP   1.7371
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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