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(2R,3R)-2-Amino-3-(tert-butoxy)butanoic acid

  • CAS No. 119323-52-3

  • Cat. No. CS-0158220
  • Purity≥97%
  • MDL No.MFCD00153464

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

(2R,3R)-2-Amino-3-(tert-butoxy)butanoic acid|CS-0158220

Structure of 119323-52-3

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General Information

  • CAS No. 119323-52-3
  • Cat. No. CS-0158220
  • Purity ≥97%
  • MDL No. MFCD00153464
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₇NO₃
  • Molecular Weight 175.23
  • Synonym(s) HD-allo-Thr(tBu)-OH
  • SMILES C[C@H]([C@H](C(=O)O)N)OC(C)(C)C

Description

This chiral amino acid derivative features a (2R,3R) stereochemistry and a tert-butoxy group that enhances solubility and stability. It serves as a key building block in peptide synthesis, offering predictable reactivity and compatibility with standard coupling protocols.

Application

(2R,3R)-2-Amino-3-(tert-butoxy)butanoic acid serves as a stereochemically defined building block for the synthesis of β-amino acid derivatives and peptidomimetics. Its tert-butoxy group provides orthogonal protection for the hydroxyl functionality, enabling selective deprotection under mild acidic conditions. The molecule exhibits excellent bench stability and facilitates efficient coupling reactions in solid-phase and solution-phase peptide synthesis.

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   72.55
  • LogP   0.6019
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   3

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