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(R)-1-(3-(Trifluoromethyl)phenyl)ethan-1-amine

  • CAS No. 127852-30-6

  • Cat. No. CS-0000150
  • Molecule weight189.18
  • Purity≥97%
  • MDL No.MFCD03093005

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

(R)-1-(3-(Trifluoromethyl)phenyl)ethan-1-amine|CS-0000150

Structure of 127852-30-6

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General Information

  • CAS No. 127852-30-6
  • Cat. No. CS-0000150
  • Purity ≥97%
  • MDL No. MFCD03093005
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀F₃N
  • Molecular Weight 189.18
  • Synonym(s) (1R)-1-[3-(trifluoromethyl)phenyl]ethanamine
  • SMILES N[C@@H](C1=CC=CC(C(F)(F)F)=C1)C

Description

This chiral amine features a (R)-configured stereocenter adjacent to a trifluoromethyl-substituted phenyl group, delivering enhanced electron-withdrawing character and improved metabolic stability. The trifluoromethyl moiety imparts high lipophilicity and resistance to oxidative degradation, enabling robust incorporation into bioactive molecules. This bench-stable compound serves as a key building block in asymmetric synthesis, particularly for pharmaceutical intermediates requiring defined stereochemistry and fluorinated aromatic functionality.

Application

(R)-1-(3-(Trifluoromethyl)phenyl)ethan-1-amine serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of asymmetric pharmaceutical intermediates. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the enantiomerically pure amine functionality facilitates selective coupling reactions and stereoselective transformations. The compound exhibits good bench stability and is compatible with standard purification protocols, making it suitable for scale-up applications in API development.

Synthesis

  • Route1
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      437762-10-2
    • null|null
      444643-04-3
    • ~%
    • In-stock
      (S)-1-(3-(Trifluoromethyl)phenyl)ethan-1-amine|CS-0000151
      127852-21-5
    • In-stock
      (R)-1-(3-(Trifluoromethyl)phenyl)ethan-1-amine|CS-0000150
      127852-30-6

    References

    • US6797842 B2, ; Page column 23 ;
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 112, # 15 p. 5741 - 5747

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
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   26.02
  • LogP   2.7251
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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