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CS-W001157 4
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(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid

  • CAS No. 23082-30-6

  • Cat. No. CS-W005847
  • Purity≥95%
  • MDL No.MFCD23134619

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

(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid|CS-W005847

Structure of 23082-30-6

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General Information

  • CAS No. 23082-30-6
  • Cat. No. CS-W005847
  • Purity ≥95%
  • MDL No. MFCD23134619
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₅
  • Molecular Weight 219.23
  • Synonym(s) None
  • SMILES C[C@H](O)[C@@H](C(O)=O)NC(OC(C)(C)C)=O

Description

This chiral β-hydroxy amino acid derivative features a protected amine and a hydroxyl group at the 3-position, enabling selective functionalization in peptide synthesis. The (2S,3S) stereochemistry ensures high diastereoselectivity in downstream coupling reactions. Bench-stable under standard conditions, it integrates seamlessly into complex molecular architectures requiring precise spatial control.

Application

(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acid serves as a stereochemically defined building block for the synthesis of β-hydroxy-α-amino acid derivatives. The protected amine and hydroxyl groups enable orthogonal functionalization in peptide and heterocyclic scaffold construction. Its bench-stable tert-butyl carbamate group facilitates straightforward deprotection under mild acidic conditions, while the vicinal stereocenters support predictable reactivity in cyclization and coupling reactions relevant to medicinal chemistry campaigns.

Safety Information

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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   95.86
  • LogP   0.3451
  • H_Acceptors   4
  • H_Donors   3
  • Rotatable_Bonds   3

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