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CS-W001157 4
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(5-(Hydroxymethyl)thiophen-2-yl)boronic acid

  • CAS No. 338454-45-8

  • Cat. No. CS-W019041
  • Purity≥97%
  • MDL No.MFCD03095370

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

(5-(Hydroxymethyl)thiophen-2-yl)boronic acid|CS-W019041

Structure of 338454-45-8

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General Information

  • CAS No. 338454-45-8
  • Cat. No. CS-W019041
  • Purity ≥97%
  • MDL No. MFCD03095370
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇BO₃S
  • Molecular Weight 157.98
  • Synonym(s) 5-Hydroxymethylthiophene-2-boronic acid
  • SMILES OCC1=CC=C(S1)B(O)O

Description

This boronate moiety features a thiophene scaffold with a hydroxymethyl group at the 5-position, enhancing solubility and stability. The pendant boronic acid enables efficient Suzuki-Miyaura cross-coupling under standard conditions, delivering functionalized heterocycles with high fidelity.

Application

(5-(Hydroxymethyl)thiophen-2-yl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation with aryl and vinyl halides. The boronic acid moiety exhibits good bench stability and tolerates a range of functional groups, facilitating its use in the synthesis of complex thiophene-based scaffolds. Its hydroxymethyl side chain provides a handle for further derivatization, enhancing utility in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Basilea Pharmaceutica AG Patent: US6821980 B1, 2004 ; Location in patent: Page column 30-31 ;

Safety Information

Download SDS
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   60.69
  • LogP   -1.0798
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   2

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