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CS-W001157 4
Total: USD 88.00

1-(((Benzyloxy)carbonyl)amino)cyclohexanecarboxylic acid

  • CAS No. 17191-43-4

  • Cat. No. CS-0059144
  • Purity≥97%
  • MDL No.MFCD02094521

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

1-(((Benzyloxy)carbonyl)amino)cyclohexanecarboxylic acid|CS-0059144

Structure of 17191-43-4

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General Information

  • CAS No. 17191-43-4
  • Cat. No. CS-0059144
  • Purity ≥97%
  • MDL No. MFCD02094521
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₉NO₄
  • Molecular Weight 277.32
  • Synonym(s) 1-{[(benzyloxy)carbonyl]amino}cyclohexanecarboxylic acid
  • SMILES O=C(C1(NC(OCC2=CC=CC=C2)=O)CCCCC1)O

Description

This cyclohexanecarboxylic acid derivative features a benzyloxycarbonyl-protected amine group, enabling stable incorporation into peptide synthesis workflows. The aromatic carbamate moiety facilitates efficient deprotection under mild conditions, while the rigid cyclohexyl scaffold provides defined conformational control in bioactive molecule design.

Application

1-(((Benzyloxy)carbonyl)amino)cyclohexanecarboxylic acid serves as a robust, bench-stable amino acid derivative for peptide synthesis, enabling efficient N-terminal protection with orthogonal deprotection under standard hydrogenolysis conditions. The benzyloxycarbonyl (Z) group offers excellent functional group tolerance and facilitates straightforward purification via crystallization or chromatography. Its cyclohexane scaffold provides conformational rigidity useful in peptidomimetic design and structural studies.

Synthesis

  • Route1
    • In-stock
      1-Amino-1-cyclohexanecarboxylic acid|CS-W016418
      2756-85-6
    • null|null
      501-53-1
    • ~89%
    • In-stock
      1-(((Benzyloxy)carbonyl)amino)cyclohexanecarboxylic acid|CS-0059144
      17191-43-4

    References

    • Bayer Corporation Patent: US6353006 B1, 2002 ; Location in patent: Page column 29 ; US 6353006 B1

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

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.7003
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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