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CS-W001157 4
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(R)-2-Amino-3-(furan-2-yl)propanoic acid

  • CAS No. 110772-46-8

  • Cat. No. CS-0043946
  • Purity≥97%
  • MDL No.MFCD01860879

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

(R)-2-Amino-3-(furan-2-yl)propanoic acid|CS-0043946

Structure of 110772-46-8

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General Information

  • CAS No. 110772-46-8
  • Cat. No. CS-0043946
  • Purity ≥97%
  • MDL No. MFCD01860879
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₃
  • Molecular Weight 155.15
  • Synonym(s) None
  • SMILES O=C(O)[C@H](N)CC1=CC=CO1

Description

(R)-2-Amino-3-(furan-2-yl)propanoic acid features a chiral α-amino acid core paired with a furan ring, offering enhanced stability and selective recognition in peptide mimetics. This bench-stable derivative integrates readily into synthetic sequences requiring heterocyclic side chains.

Application

(R)-2-Amino-3-(furan-2-yl)propanoic acid serves as a valuable chiral building block for the synthesis of biologically relevant heterocycles and peptidomimetics. Its well-defined stereochemistry and compatibility with standard coupling protocols enable reliable incorporation into complex molecular architectures. The furan moiety provides a stable, electron-rich handle for further functionalization, while the amino and carboxylic acid groups offer versatile reactivity for peptide bond formation and derivatization.

Synthesis

  • Route1
    • null|null
      121786-30-9
    • ~0%
    • (S)-2-Amino-3-(furan-2-yl)propanoic acid|CS-0136614
      121786-31-0
    • In-stock
      (R)-2-Amino-3-(furan-2-yl)propanoic acid|CS-0043946
      110772-46-8
    • null|null
      89890-94-8

    References

    • Chenault, H. Keith; Dahmer, Juergen; Whitesides, George M. Journal of the American Chemical Society, 1989 , vol. 111, # 16 p. 6354 - 6364
  • Route2
    • 2-Amino-3-(furan-2-yl)propanoic acid|CS-0664793
      4066-39-1
    • ~44%
    • In-stock
      (R)-2-Amino-3-(furan-2-yl)propanoic acid|CS-0043946
      110772-46-8

    References

    • Paizs, Csaba; Katona, Adrian; Retey, Janos Chemistry - A European Journal, 2006 , vol. 12, # 10 p. 2739 - 2744
  • Route3
    • 2-Amino-3-(furan-2-yl)propanoic acid|CS-0664793
      4066-39-1
    • ~%
    • (R)-3-Amino-3-(furan-2-yl)propanoic acid|CS-0106251
      73495-08-6
    • In-stock
      (R)-2-Amino-3-(furan-2-yl)propanoic acid|CS-0043946
      110772-46-8

    References

    • Journal of Organic Chemistry, , vol. 74, # 18 p. 6953 - 6959

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   76.46
  • LogP   0.234
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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