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CS-W001157 4
Total: USD 88.00

(S)-3-((tert-Butoxycarbonyl)amino)-4-hydroxybutanoic acid

  • CAS No. 83345-44-2

  • Cat. No. CS-W006934
  • Purity≥95%
  • MDL No.MFCD00270243

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

(S)-3-((tert-Butoxycarbonyl)amino)-4-hydroxybutanoic acid|CS-W006934

Structure of 83345-44-2

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General Information

  • CAS No. 83345-44-2
  • Cat. No. CS-W006934
  • Purity ≥95%
  • MDL No. MFCD00270243
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₅
  • Molecular Weight 219.23
  • Synonym(s) (S)-N-BOC-3-AMINO-4-HYDROXYBUTYRIC ACID
  • SMILES O=C(O)C[C@H](NC(OC(C)(C)C)=O)CO

Description

(S)-3-((tert-Butoxycarbonyl)amino)-4-hydroxybutanoic acid is a stereochemically defined amino acid derivative featuring a protected amine and a hydroxyl group. This bifunctional scaffold enables direct incorporation into peptide sequences or as a building block for bioactive molecule synthesis. The tert-butyl carbamate group provides stability during purification and handling, while the pendant hydroxyl offers a site for downstream derivatization.

Application

(S)-3-((tert-Butoxycarbonyl)amino)-4-hydroxybutanoic acid serves as a key chiral building block for the synthesis of bioactive heterocycles and peptidomimetics. The protected amine and hydroxyl groups enable orthogonal functionalization, while the tert-butyl carbamate moiety provides bench stability and facilitates straightforward deprotection under mild acidic conditions. Its well-defined stereochemistry and compatibility with standard coupling and cyclization protocols make it a reliable scaffold for medicinal chemistry campaigns targeting CNS therapeutics and enzyme inhibitors.

Synthesis

  • Route1

    References

    • Synlett, , # 6 p. 797 - 800
  • Route2

    References

    • Synlett, , # 6 p. 797 - 800
  • Route3
    • null|null
      91240-51-6
    • ~%
    • In-stock
      (S)-3-((tert-Butoxycarbonyl)amino)-4-hydroxybutanoic acid|CS-W006934
      83345-44-2

    References

    • Synlett, , # 6 p. 797 - 800

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   95.86
  • LogP   0.3467
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   4

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