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Methyl 4-formyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

  • CAS No. 1349171-53-4

  • Cat. No. CS-0696800
  • Molecule weight290.12
  • Purity≥98%
  • MDL No.None

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

Methyl 4-formyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate|CS-0696800

Structure of 1349171-53-4

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General Information

  • CAS No. 1349171-53-4
  • Cat. No. CS-0696800
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₉BO₅
  • Molecular Weight 290.12
  • Synonym(s) None
  • SMILES COC(=O)C1=CC(B2OC(C)(C)C(C)(C)O2)=C(C=O)C=C1

Description

Methyl 4-formyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate features a boronate ester group paired with an aldehyde functionality, enabling efficient cross-coupling reactions. The tetramethyl-substituted dioxaborolane enhances stability and reactivity under standard conditions. This bifunctional building block integrates seamlessly into Suzuki-Miyaura coupling workflows, delivering precise structural control in complex molecule synthesis.

Application

Methyl 4-formyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a versatile Suzuki-Miyaura coupling building block, enabling efficient construction of biaryl and heteroaryl scaffolds. The boronate ester group offers excellent stability and functional group tolerance, while the aldehyde functionality supports orthogonal transformations including reductive amination and Wittig reactions. This dual-functional molecule facilitates streamlined synthesis of complex molecular architectures in medicinal chemistry and materials science.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

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Computational Chemistry Data

  • TPSA   61.83
  • LogP   1.5849
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   3

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