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2-(((Benzyloxy)carbonyl)amino)-3,3,3-trifluoropropanoic acid

  • CAS No. 10068-52-7

  • Cat. No. CS-0149813
  • Purity≥97%
  • MDL No.None

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

2-(((Benzyloxy)carbonyl)amino)-3,3,3-trifluoropropanoic acid|CS-0149813

Structure of 10068-52-7

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General Information

  • CAS No. 10068-52-7
  • Cat. No. CS-0149813
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₀F₃NO₄
  • Molecular Weight 277.20
  • Synonym(s) N-[(BENZYLOXY)CARBONYL]-3,3,3-TRIFLUOROALANINE
  • SMILES O=C(O)C(C(F)(F)F)NC(OCC1=CC=CC=C1)=O

Description

This trifluoromethylated amino acid derivative features a benzyloxycarbonyl-protected amine and a β-trifluoromethyl carboxylic acid group, enabling direct incorporation into peptide synthesis. The electron-deficient trifluoromethyl moiety enhances metabolic stability and modulates lipophilicity, facilitating targeted bioactive molecule design.

Application

2-(((Benzyloxy)carbonyl)amino)-3,3,3-trifluoropropanoic acid serves as a stable, bench-ready building block for the synthesis of trifluoromethylated amino acids and peptidomimetics. The Boc-like carbamate functionality enables efficient N-terminal protection with orthogonal deprotection under mild acidic conditions, while the trifluoromethyl group imparts enhanced metabolic stability and modulates lipophilicity—key attributes in medicinal chemistry lead optimization.

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   75.63
  • LogP   1.9283
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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