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CS-W001157 4
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4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine

  • CAS No. 364794-79-6

  • Cat. No. CS-D1015
  • Purity≥95%
  • MDL No.MFCD04974052

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

4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine|CS-D1015

Structure of 364794-79-6

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General Information

  • CAS No. 364794-79-6
  • Cat. No. CS-D1015
  • Purity ≥95%
  • MDL No. MFCD04974052
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₆BNO₃
  • Molecular Weight 303.20
  • Synonym(s) 4,4,5,5-Tetramethyl-2-[4-(morpholinomethyl)phenyl]-1,3,2-dioxaborolane
  • SMILES CC1(C)C(C)(C)OB(C2=CC=C(CN3CCOCC3)C=C2)O1

Description

4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine features a boronate ester group conjugated to a morpholine-substituted benzyl scaffold, enabling efficient Suzuki-Miyaura cross-coupling. This bench-stable reagent integrates readily into diverse synthetic sequences, particularly in late-stage functionalization of biologically active scaffolds.

Application

4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]morpholine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The morpholine moiety provides solubility and metabolic stability, while the tetramethylborolane group enables efficient coupling under mild conditions. Bench-stable and compatible with diverse functional groups, it facilitates rapid construction of biaryl and heteroaryl scaffolds in medicinal chemistry and materials synthesis.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   30.93
  • LogP   1.818
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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