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CS-W001157 4
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3-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid

  • CAS No. 797755-11-4

  • Cat. No. CS-0100014
  • Purity≥95%
  • MDL No.MFCD11053827

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

3-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid|CS-0100014

Structure of 797755-11-4

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General Information

  • CAS No. 797755-11-4
  • Cat. No. CS-0100014
  • Purity ≥95%
  • MDL No. MFCD11053827
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₁BO₄
  • Molecular Weight None
  • Synonym(s) 4-(2-Carboxyethyl)phenylboronic acid, pinacol ester
  • SMILES O=C(O)CCC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1

Description

This boronate-functionalized propanoic acid integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, offering robust stability under standard conditions. The tetramethyl-1,3,2-dioxaborolane moiety enables efficient palladium-catalyzed bond formation, while the carboxylic acid group provides a versatile handle for further derivatization in synthetic and medicinal chemistry applications.

Application

3-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoic acid serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The sterically hindered tetramethylboronate group ensures excellent stability under ambient conditions and facilitates efficient palladium-catalyzed coupling with aryl halides and triflates. Its carboxylic acid functionality enables direct derivatization or incorporation into bioactive scaffolds, offering broad utility 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   55.76
  • LogP   2.003
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   4

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