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Morpholino(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

  • CAS No. 656239-38-2

  • Cat. No. CS-0128867
  • Molecule weight317.19
  • Purity≥98%
  • MDL No.MFCD05863913

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

Morpholino(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone|CS-0128867

Structure of 656239-38-2

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General Information

  • CAS No. 656239-38-2
  • Cat. No. CS-0128867
  • Purity ≥98%
  • MDL No. MFCD05863913
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₄BNO₄
  • Molecular Weight 317.19
  • Synonym(s) 4-(4-Morpholinylcarbonyl)Benzeneboronic Acid Pinacol Ester
  • SMILES O=C(N1CCOCC1)C2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2

Description

Morpholino(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone delivers a boronate-functionalized aryl scaffold with enhanced stability and solubility. This bench-stable reagent integrates seamlessly into Suzuki-Miyaura coupling workflows, enabling efficient C–C bond formation under mild conditions. The morpholino group improves polarity and handling, while the tetramethylboronate moiety ensures high reactivity and compatibility with diverse transition metal catalysts.

Application

Morpholino(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The morpholinoacetophenone moiety provides enhanced solubility and stability, while the pinacol boronate group enables efficient coupling under mild conditions. This reagent facilitates the construction of biaryl scaffolds with high functional group tolerance and is well-suited for iterative synthesis 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 : P233-P261-P264-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

  • TPSA   48
  • LogP   1.4582
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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