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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 27854-88-2

  • Cat. No. CS-W021130
  • Purity≥98%
  • MDL No.None

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

(R)-1-(Pyridin-4-yl)ethanol|CS-W021130

Structure of 27854-88-2

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General Information

  • CAS No. 27854-88-2
  • Cat. No. CS-W021130
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO
  • Molecular Weight 123.15
  • Synonym(s) R(+)-1-(4-pyridyl)ethanol
  • SMILES C[C@@H](O)C1=CC=NC=C1

Description

(R)-1-(Pyridin-4-yl)ethanol is a chiral alcohol featuring a pyridine ring directly bonded to a stereodefined ethanolic center. This configuration enables selective incorporation into asymmetric synthesis, where the pyridine moiety serves as a directing group or ligand anchor. The compound exhibits bench-stable handling and compatibility with standard organic reaction conditions.

Application

(R)-1-(Pyridin-4-yl)ethanol serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of asymmetric pharmaceutical intermediates. Its pyridyl moiety provides orthogonal reactivity and enhanced solubility, while the secondary alcohol facilitates selective functionalization via oxidation, protection, or coupling reactions. The enantiomerically pure (R)-configuration ensures stereochemical fidelity in downstream transformations, making it well-suited for applications requiring defined stereochemistry.

Synthesis

  • Route1
    • 1-(Pyridin-4-yl)ethanone  Imatinib Impurity|CS-0167015
      1122-54-9
    • ~96%
    • In-stock
      (R)-1-(Pyridin-4-yl)ethanol|CS-W021130
      27854-88-2

    References

    • Masui, Moriyasu; Shioiri, Takayuki Synlett, 1997 , vol. 1997, # 3 p. 273 - 274
  • 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
    • ~0%
    • 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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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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