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CS-W001157 4
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2-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanol

  • CAS No. 651030-55-6

  • Cat. No. CS-0177120
  • Purity≥97%
  • MDL No.MFCD18733921

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

2-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanol|CS-0177120

Structure of 651030-55-6

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General Information

  • CAS No. 651030-55-6
  • Cat. No. CS-0177120
  • Purity ≥97%
  • MDL No. MFCD18733921
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₁BO₃
  • Molecular Weight None
  • Synonym(s) 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzeneethanol
  • SMILES CC1(C)OB(C2=CC=C(CCO)C=C2)OC1(C)C

Description

2-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanol features a boronate ester group conjugated to a phenethyl scaffold, enabling direct use in Suzuki-Miyaura cross-coupling reactions. The tetramethyl-1,3,2-dioxaborolane moiety ensures stability under ambient conditions while maintaining reactivity. This bench-stable reagent integrates seamlessly into complex molecule assembly workflows.

Application

2-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethanol serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation under mild conditions. The boronate ester functionality exhibits excellent stability, tolerance to diverse functional groups, and compatibility with standard aqueous workups. Its pendant hydroxyl group allows for derivatization or protection, enhancing its utility in the synthesis of biaryl scaffolds and complex molecular architectures relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • KYORIN PHARMACEUTICAL CO., LTD. Patent: EP1544194 A1, 2005 ; Location in patent: Page/Page column 37-38 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   1.5206
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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