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CS-W001157 4
Total: USD 88.00

(S)-2-amino-3-hydroxy-3-methylbutanoic acid

  • CAS No. 2280-27-5

  • Cat. No. CS-W006998
  • Purity≥97%
  • MDL No.MFCD00800535

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

(S)-2-amino-3-hydroxy-3-methylbutanoic acid|CS-W006998

Structure of 2280-27-5

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General Information

  • CAS No. 2280-27-5
  • Cat. No. CS-W006998
  • Purity ≥97%
  • MDL No. MFCD00800535
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁NO₃
  • Molecular Weight 133.15
  • Synonym(s) L(+)-Hydroxyvaline
  • SMILES CC([C@H](N)C(O)=O)(O)C

Description

(S)-2-Amino-3-hydroxy-3-methylbutanoic acid features a chiral center at the C2 position, delivering enantiomeric purity essential for asymmetric synthesis. The hydroxyl and methyl groups on the C3 carbon enhance solubility and steric control, enabling precise incorporation into peptide mimetics and bioactive scaffolds under standard bench conditions.

Application

(S)-2-Amino-3-hydroxy-3-methylbutanoic acid serves as a valuable chiral building block for the synthesis of bioactive molecules, particularly in peptidomimetic and β-amino alcohol scaffolds. Its hydroxyl and amino groups enable straightforward derivatization and orthogonal protection strategies, while the stereogenic center ensures high enantioselectivity in downstream transformations. Bench-stable and amenable to standard purification methods, it facilitates efficient access to complex heterocyclic motifs and medicinally relevant frameworks via established coupling and cyclization protocols.

Synthesis

  • Route1
    • null|null
      75-86-5
    • ~%
    • In-stock
      (S)-2-amino-3-hydroxy-3-methylbutanoic acid|CS-W006998
      2280-27-5

    References

    • US4486600 A1, ;
  • Route2
    • null|null
      120-57-0
    • In-stock
      (S)-2-(N-Benzylprolyl)aminobenzophenone|CS-0011031
      96293-17-3
    • Glycine, 99%|CS-1269057
      56-40-6
    • ~%
    • In-stock
      (S)-2-amino-3-hydroxy-3-methylbutanoic acid|CS-W006998
      2280-27-5
    • null|null
      88375-62-6

    References

    • Journal of the American Chemical Society, , vol. 107, # 14 p. 4252 - 4259
  • Route3
    • In-stock
      (S)-2-(N-Benzylprolyl)aminobenzophenone|CS-0011031
      96293-17-3
    • null|null
      67-64-1
    • Glycine, 99%|CS-1269057
      56-40-6
    • ~%
    • In-stock
      (S)-2-amino-3-hydroxy-3-methylbutanoic acid|CS-W006998
      2280-27-5
    • null|null
      88375-62-6

    References

    • Journal of the American Chemical Society, , vol. 107, # 14 p. 4252 - 4259

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

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