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trans-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid

  • CAS No. 209128-50-7

  • Cat. No. CS-0154478
  • Molecule weight243.30
  • Purity≥98%
  • MDL No.MFCD02094138

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

trans-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid|CS-0154478

Structure of 209128-50-7

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General Information

  • CAS No. 209128-50-7
  • Cat. No. CS-0154478
  • Purity ≥98%
  • MDL No. MFCD02094138
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁NO₄
  • Molecular Weight 243.30
  • Synonym(s) TRANS-2-TERT-BUTOXYCARBONYLAMINO-CYCLOHEXANECARBOXYLIC ACID
  • SMILES CC(C)(OC(N[C@H]1CCCC[C@@H]1C(O)=O)=O)C

Description

trans-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid features a stable, bench-stable cyclohexane scaffold bearing a protected amine and carboxylic acid functional group. This configuration enables direct incorporation into peptide synthesis workflows without side-chain interference. The tert-butyl carbamate moiety provides orthogonal protection, facilitating selective deprotection under mild acidic conditions.

Application

trans-2-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid serves as a robust chiral building block for peptide synthesis and medicinal chemistry campaigns. Its trans-configured cyclohexane scaffold provides defined stereochemistry and conformational rigidity, enabling precise control in macrocyclic and peptidomimetic design. The Boc group offers excellent bench stability and orthogonal deprotection compatibility, facilitating straightforward purification and downstream functionalization via standard acidolysis or catalytic hydrogenation.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.1545
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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