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CS-W001157 4
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(1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid

  • CAS No. 488703-60-2

  • Cat. No. CS-0166814
  • Purity≥97%
  • MDL No.None

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

(1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid|CS-0166814

Structure of 488703-60-2

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General Information

  • CAS No. 488703-60-2
  • Cat. No. CS-0166814
  • Purity ≥97%
  • 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) (1S,2S)-Boc-Achc
  • SMILES O=C([C@@H]1[C@@H](NC(OC(C)(C)C)=O)CCCC1)O

Description

This chiral cyclohexane scaffold features a protected amino group and carboxylic acid functionality, enabling direct incorporation into peptide synthesis. The (1S,2S) stereochemistry ensures high diastereoselectivity in coupling reactions, while the tert-butoxycarbonyl group offers stable protection under standard conditions.

Application

(1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid serves as a stereochemically defined building block for cyclohexane-based peptidomimetics and bioactive scaffolds. The Boc-protected amine enables orthogonal functionalization, while the carboxylic acid facilitates coupling reactions under standard peptide synthesis conditions. Its configurational stability and ease of purification support reliable use in medicinal chemistry campaigns targeting GPCR modulators and enzyme inhibitors.

Synthesis

  • Route1
    • null|null
      610-10-6
    • ~%
    • In-stock
      (1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid|CS-0166814
      488703-60-2

    References

    • European Journal of Organic Chemistry, , # 17 p. 2948 - 2952
  • Route2
    • (1S,2S)-2-Carbamoylcyclohexanecarboxylic acid|CS-0162384
      488703-61-3
    • ~%
    • In-stock
      (1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid|CS-0166814
      488703-60-2

    References

    • European Journal of Organic Chemistry, , # 17 p. 2948 - 2952
  • Route3
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • null|null
      610-10-6
    • ~69%
    • In-stock
      (1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclohexane-1-carboxylic acid|CS-0166814
      488703-60-2

    References

    • European Journal of Organic Chemistry, , # 17 p. 2948 - 2952

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

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