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CS-W001157 4
Total: USD 88.00

(S)-1-(Pyridin-4-yl)ethanol

  • CAS No. 54656-96-1

  • Cat. No. CS-0044078
  • Purity≥98%
  • MDL No.MFCD00077866

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

(S)-1-(Pyridin-4-yl)ethanol|CS-0044078

Structure of 54656-96-1

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General Information

  • CAS No. 54656-96-1
  • Cat. No. CS-0044078
  • Purity ≥98%
  • MDL No. MFCD00077866
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO
  • Molecular Weight 123.16
  • Synonym(s) 4-AMINOIMIDAZOLE 2HCL
  • SMILES C[C@H](O)C1=CC=NC=C1

Description

(S)-1-(Pyridin-4-yl)ethanol is a chiral building block featuring a pyridine ring linked to a stereodefined ethanol side chain. This configuration enables selective incorporation into asymmetric syntheses, particularly in medicinal chemistry and catalyst design. The molecule exhibits enhanced solubility in polar solvents and stability under standard bench conditions, facilitating handling in process development workflows.

Application

(S)-1-(Pyridin-4-yl)ethanol serves as a valuable chiral building block in medicinal chemistry, enabling stereoselective synthesis of bioactive molecules. Its pyridyl group offers versatile coordination and functionalization potential, while the benzylic alcohol facilitates derivatization via oxidation, protection, or coupling reactions. The compound exhibits excellent bench stability and is readily purified by distillation or crystallization, making it well-suited for scalable synthetic workflows.

Synthesis

  • Route1
    • 1-(Pyridin-4-yl)ethanone  Imatinib Impurity|CS-0167015
      1122-54-9
    • ~99%
    • In-stock
      (S)-1-(Pyridin-4-yl)ethanol|CS-0044078
      54656-96-1

    References

    • Ohkuma, Takeshi; Koizumi, Masatoshi; Yoshida, Makoto; Noyori, Ryoji Organic Letters, 2000 , vol. 2, # 12 p. 1749 - 1751
  • Route2

    References

    • Martin-Matute, Belen; Edin, Michaela; Bogar, Krisztian; Kaynak, F. Betuel; Baeckvall, Jan-E. Journal of the American Chemical Society, 2005 , vol. 127, # 24 p. 8817 - 8825
  • Route3
    • 1-(Pyridin-4-yl)ethanone  Imatinib Impurity|CS-0167015
      1122-54-9
    • ~76%
    • In-stock
      (S)-1-(Pyridin-4-yl)ethanol|CS-0044078
      54656-96-1
    • In-stock
      (R)-1-(Pyridin-4-yl)ethanol|CS-W021130
      27854-88-2

    References

    • Rasor, Peter; Ruechardt, Christoph Chemische Berichte, 1989 , vol. 122, p. 1375 - 1376

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

Quality Control

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.1349
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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