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CS-W001157 4
Total: USD 88.00

(R)-2-Methoxy-1-phenylethanamine

  • CAS No. 64715-85-1

  • Cat. No. CS-0434170
  • Purity≥98%
  • MDL No.MFCD01862274

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

(R)-2-Methoxy-1-phenylethanamine|CS-0434170

Structure of 64715-85-1

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General Information

  • CAS No. 64715-85-1
  • Cat. No. CS-0434170
  • Purity ≥98%
  • MDL No. MFCD01862274
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO
  • Molecular Weight 151.21
  • Synonym(s) (R)-(-)-1-Amino-1-phenyl-2-methoxyethane
  • SMILES COC[C@@H](C1=CC=CC=C1)N

Description

(R)-2-Methoxy-1-phenylethanamine is a chiral amine featuring a benzylic stereocenter and a methoxy group, offering enhanced solubility and stability in organic synthesis. This configuration enables selective coupling in asymmetric catalysis and peptide derivatization, where its defined stereochemistry ensures high enantioselectivity in downstream transformations.

Application

(R)-2-Methoxy-1-phenylethanamine serves as a chiral building block for asymmetric synthesis, enabling stereoselective functionalization in medicinal chemistry. Its benzylic amine functionality exhibits excellent stability and compatibility with standard coupling protocols, while the methoxy group provides orthogonal reactivity for further derivatization. The compound facilitates efficient access to pharmaceutically relevant scaffolds through established reductive amination and electrophilic substitution pathways.

Synthesis

  • Route1
    • In-stock
      (R)-(-)-2-Phenylglycinol|CS-W002038
      56613-80-0
    • null|null
      74-88-4
    • ~88%
    • In-stock
      (R)-2-Methoxy-1-phenylethanamine|CS-0434170
      64715-85-1

    References

    • Airiau, Etienne; Spangenberg, Thomas; Girard, Nicolas; Schoenfelder, Angele; Salvadori, Jessica; Taddei, Maurizio; Mann, Andre Chemistry - A European Journal, 2008 , vol. 14, # 35 p. 10938 - 10948
  • Route2
    • null|null
      74879-43-9
    • ~85%
    • In-stock
      (R)-2-Methoxy-1-phenylethanamine|CS-0434170
      64715-85-1

    References

    • Chiev, Kan Pa; Roland, Sylvain; Mangeney, Pierre Tetrahedron Asymmetry, 2002 , vol. 13, # 20 p. 2205 - 2209
  • Route3
    • null|null
      860304-24-1
    • ~%
    • In-stock
      (R)-2-Methoxy-1-phenylethanamine|CS-0434170
      64715-85-1

    References

    • Fiaux, Helene; Popowycz, Florence; Favre, Sylvain; Schuetz, Catherine; Vogel, Pierre; Gerber-Lemaire, Sandrine; Juillerat-Jeanneret, Lucienne Journal of Medicinal Chemistry, 2005 , vol. 48, # 13 p. 4237 - 4246

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   1.3328
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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