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(1R,3S)-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid

  • CAS No. 222530-39-4

  • Cat. No. CS-0039984
  • Purity≥95%
  • MDL No.None

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

(1R,3S)-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid|CS-0039984

Structure of 222530-39-4

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General Information

  • CAS No. 222530-39-4
  • Cat. No. CS-0039984
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁NO₄
  • Molecular Weight 243.30
  • Synonym(s) (1R,3S)-3-(Boc-amino)cyclohexanecarboxylic Acid
  • SMILES O=C([C@H]1C[C@@H](NC(OC(C)(C)C)=O)CCC1)O

Description

This cyclohexane-based amino acid derivative features a tert-butoxycarbonyl-protected amine and a carboxylic acid group, enabling direct incorporation into peptide synthesis workflows. The stereochemistry at the 1R,3S positions ensures predictable conformational behavior in folded structures. Bench-stable and moisture-tolerant, it simplifies handling during solid-phase assembly.

Application

(1R,3S)-3-((tert-Butoxycarbonyl)amino)cyclohexanecarboxylic acid serves as a stereochemically defined building block for cyclohexane-based peptidomimetics and bioactive scaffolds. The Boc-protected amine enables straightforward deprotection and coupling under standard peptide synthesis conditions, while the carboxylic acid facilitates amide bond formation. Its rigid, trans-fused cyclohexane framework offers predictable conformational control, enhancing utility in medicinal chemistry campaigns requiring defined spatial orientation of functional groups.

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   2.1545
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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