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CS-W001157 4
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(R)-2-Amino-3-hydroxy-3-methylbutanoic acid

  • CAS No. 2280-48-0

  • Cat. No. CS-0036468
  • Purity≥98%
  • MDL No.None

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

(R)-2-Amino-3-hydroxy-3-methylbutanoic acid|CS-0036468

Structure of 2280-48-0

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General Information

  • CAS No. 2280-48-0
  • Cat. No. CS-0036468
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO₃
  • Molecular Weight 133.15
  • Synonym(s) H-D-Val(3-OH)-OH
  • SMILES CC(C)([C@H](C(=O)O)N)O

Description

(R)-2-Amino-3-hydroxy-3-methylbutanoic acid is a chiral α-amino acid derivative featuring a tertiary hydroxyl group and a methyl-substituted β-carbon. This configuration imparts enhanced stereochemical stability and facilitates incorporation into peptidomimetic scaffolds. The molecule integrates readily into synthetic sequences requiring precise spatial control, particularly in bioactive peptide analog development.

Application

(R)-2-Amino-3-hydroxy-3-methylbutanoic acid serves as a valuable chiral building block for the synthesis of bioactive molecules, particularly in peptidomimetic and heterocyclic scaffold development. Its well-defined stereochemistry enables reliable incorporation into complex architectures, while the hydroxyl and amino functionalities provide orthogonal handles for selective derivatization. The compound exhibits good bench stability and compatibility with standard coupling and protection protocols, facilitating efficient integration into multi-step synthetic sequences.

Synthesis

  • Route1
    • null|null
      119906-44-4
    • ~30%
    • In-stock
      (R)-2-Amino-3-hydroxy-3-methylbutanoic acid|CS-0036468
      2280-48-0

    References

    • Fitzi, Robert; Seebach, Dieter Tetrahedron, 1988 , vol. 44, # 17 p. 5277 - 5292
  • Route2

    References

    • Journal of Organic Chemistry, , vol. 61, # 8 p. 2582 - 2583
  • Route3
    • Benzyl 3-methylbut-2-enoate|CS-0468425
      37526-89-9
    • ~%
    • In-stock
      (R)-2-Amino-3-hydroxy-3-methylbutanoic acid|CS-0036468
      2280-48-0

    References

    • Journal of Organic Chemistry, , vol. 61, # 8 p. 2582 - 2583

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

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Computational Chemistry Data

  • TPSA   83.55
  • LogP   -0.8308
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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