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CS-W001157 4
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(R)-1-(3,4-dimethoxyphenyl)ethan-1-amine

  • CAS No. 100570-24-9

  • Cat. No. CS-0000276
  • Purity≥98%
  • MDL No.MFCD06761897

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

(R)-1-(3,4-dimethoxyphenyl)ethan-1-amine|CS-0000276

Structure of 100570-24-9

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General Information

  • CAS No. 100570-24-9
  • Cat. No. CS-0000276
  • Purity ≥98%
  • MDL No. MFCD06761897
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₂
  • Molecular Weight None
  • Synonym(s) (R)-1-(3,4-Dimethoxyphenyl)ethylamine
  • SMILES N[C@H](C)C1=CC=C(OC)C(OC)=C1

Description

(R)-1-(3,4-dimethoxyphenyl)ethan-1-amine features a chiral benzylic amine scaffold with two methoxy groups positioned ortho to the ethylamine chain. This electron-rich aromatic system enhances nucleophilicity and facilitates downstream functionalization in asymmetric synthesis. The (R)-stereoisomer offers predictable stereochemical outcomes in catalytic transformations, particularly in the construction of biologically relevant scaffolds. Bench-stable under standard conditions, it serves as a key building block for pharmaceutical intermediates and ligand development.

Application

(R)-1-(3,4-dimethoxyphenyl)ethan-1-amine serves as a valuable chiral building block in medicinal chemistry, enabling the synthesis of bioactive molecules through established amine functionalization and coupling reactions. Its bench-stable nature, combined with orthogonally protected methoxy groups, facilitates selective transformations in multi-step syntheses. The stereochemical purity supports consistent biological evaluation in CNS-targeted drug discovery programs.

Synthesis

  • Route1
    • 1-(3,4-Dimethoxyphenyl)ethan-1-amine|CS-0106393
      50919-08-9
    • ~%
    • In-stock
      (R)-1-(3,4-dimethoxyphenyl)ethan-1-amine|CS-0000276
      100570-24-9

    References

    • WO2006/15279 A1, ; Page/Page column 44 ; WO 2006/015279 A1
  • Route2
    • null|null
      293307-92-3
    • ~47%
    • In-stock
      Naphthohydroquinone|CS-0197295
      571-60-8
    • In-stock
      (R)-1-(3,4-dimethoxyphenyl)ethan-1-amine|CS-0000276
      100570-24-9

    References

    • Taniyama, Daisuke; Hasegawa, Masayoshi; Tomioka, Kiyoshi Tetrahedron Letters, 2000 , vol. 41, # 29 p. 5533 - 5536

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 2735
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P310-P330-P332+P313-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.7235
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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