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CS-W001157 4
Total: USD 88.00

2-(Tetrahydro-2H-pyran-4-yl)ethanol

  • CAS No. 4677-18-3

  • Cat. No. CS-0017747
  • Molecule weight130.18
  • Purity≥97%
  • MDL No.MFCD00129068

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

2-(Tetrahydro-2H-pyran-4-yl)ethanol|CS-0017747

Structure of 4677-18-3

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General Information

  • CAS No. 4677-18-3
  • Cat. No. CS-0017747
  • Purity ≥97%
  • MDL No. MFCD00129068
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄O₂
  • Molecular Weight 130.18
  • Synonym(s) 2-(Tetrahydro-2H-pyran-4-yl)ethanol; 2-(Tetrahydropyran-4-yl)ethanol; 4-(2-Hydroxyethyl)tetrahydropyran; 2-(TETRAHYDRO-PYRAN-4-YL)-ETHANOL
  • SMILES OCCC1CCOCC1

Description

2-(Tetrahydro-2H-pyran-4-yl)ethanol features a hydroxyl-bearing ethyl linker attached to a tetrahydropyran ring, offering enhanced solubility and stability in polar reaction media. This protected alcohol integrates seamlessly into complex molecular architectures, serving as a robust building block for synthetic intermediates and functional materials.

Application

2-(Tetrahydro-2H-pyran-4-yl)ethanol serves as a versatile protecting group strategy for diols and hydroxyl functionalities, offering stable, orthogonal protection under acidic conditions. Its tetrahydropyranyl ether moiety enables selective deprotection via mild acid, while the pendant ethylene glycol handle facilitates downstream functionalization. The compound exhibits excellent bench stability, ease of purification, and compatibility with standard coupling reactions, making it a reliable building block in complex molecule synthesis.

Synthesis

  • Route1

    References

    • Targacept, Inc. Patent: US2004/220214 A1, 2004 ;
  • Route2

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; RIETHER, Doris; ZINDELL, Renee, M.; ERMANN, Monika Patent: WO2011/109324 A1, 2011 ; Location in patent: Page/Page column 28 ; WO 2011/109324 A1
  • Route3

    References

    • Prelog et al. Justus Liebigs Annalen der Chemie, 1937 , vol. 532, p. 80 Chem.Abstr., 1940 , p. 4396

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   29.46
  • LogP   0.7954
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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