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CS-W001157 4
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cis-4-(Boc-amino)cyclohexanecarboxylic acid

  • CAS No. 53292-90-3

  • Cat. No. CS-0066428
  • Purity≥97%
  • MDL No.None

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

cis-4-(Boc-amino)cyclohexanecarboxylic acid|CS-0066428

Structure of 53292-90-3

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General Information

  • CAS No. 53292-90-3
  • Cat. No. CS-0066428
  • 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) trans-4-tert-butoxycarbonylaMinocyclohexane-1-ylcarboxylic acid
  • SMILES O=C([C@H]1CC[C@@H](NC(OC(C)(C)C)=O)CC1)O

Description

cis-4-(Boc-amino)cyclohexanecarboxylic acid features a stereochemically defined cyclohexane ring with a Boc-protected amine and carboxylic acid group in close proximity. This conformationally constrained scaffold integrates readily into peptide backbones and serves as a key building block for bioactive molecule synthesis under standard conditions.

Application

cis-4-(Boc-amino)cyclohexanecarboxylic acid serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptide mimetics. The Boc-protected amine enables straightforward deprotection under mild acidic conditions, while the cyclohexane scaffold provides conformational rigidity beneficial for structure-activity studies. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient incorporation into complex molecular architectures.

Synthesis

  • Route1

    References

    • WYETH; CURIS, INC. Patent: WO2008/57469 A1, 2008 ; Location in patent: Page/Page column 389 ;

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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