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CS-W001157 4
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(S)-Tetrahydro-2H-pyran-3-amine hydrochloride

  • CAS No. 1245724-46-2

  • Cat. No. CS-W018654
  • Purity≥97%
  • MDL No.MFCD09056862

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

(S)-Tetrahydro-2H-pyran-3-amine hydrochloride|CS-W018654

Structure of 1245724-46-2

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General Information

  • CAS No. 1245724-46-2
  • Cat. No. CS-W018654
  • Purity ≥97%
  • MDL No. MFCD09056862
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₂ClNO
  • Molecular Weight 137.61
  • Synonym(s) (S)-tetrahydro-2H-pyran-3-amine hydrochloride(WXC09058S1)
  • SMILES N[C@@H]1COCCC1.[H]Cl

Description

(S)-Tetrahydro-2H-pyran-3-amine hydrochloride features a chiral pyran ring with a primary amine at the 3-position, delivering high enantiomeric purity for asymmetric synthesis. This bench-stable, moisture-tolerant amine serves as a key scaffold in medicinal chemistry, enabling direct incorporation into bioactive molecules through nucleophilic coupling or reductive amination.

Application

(S)-Tetrahydro-2H-pyran-3-amine hydrochloride serves as a chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its well-defined stereochemistry and amine functionality enable efficient incorporation into diverse scaffolds via standard amidation, alkylation, and reductive amination protocols. The hydrochloride salt enhances solubility and stability, facilitating handling and purification in routine synthetic workflows.

Synthesis

  • Route1
    • tert-Butyl (S)-(tetrahydro-2H-pyran-3-yl)carbamate|CS-1638599
      1295722-66-5
    • ~99%
    • In-stock
      (S)-Tetrahydro-2H-pyran-3-amine hydrochloride|CS-W018654
      1245724-46-2

    References

    • F. HOFFMANN-LA ROCHE AG; HURLEY, Christopher; KULAGOWSKI, Janusz; ZAK, Mark Patent: WO2013/7768 A1, 2013 ; Location in patent: Page/Page column 110; 111 ; WO 2013/007768 A1
  • Route2

    References

    • Savage, Scott; Babu, Srinivasan; Zak, Mark; Mao, Zhongping; Cao, Jianhua; Ge, Yonghui; Ma, Dongxu; Jiang, Guoqiang Synlett, 2013 , vol. 24, # 8 art. no. ST-2013-R0106-L, p. 987 - 990
  • Route3

    References

    • Savage, Scott; Babu, Srinivasan; Zak, Mark; Mao, Zhongping; Cao, Jianhua; Ge, Yonghui; Ma, Dongxu; Jiang, Guoqiang Synlett, 2013 , vol. 24, # 8 art. no. ST-2013-R0106-L, p. 987 - 990

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   35.25
  • LogP   0.5459
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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