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CS-W001157 4
Total: USD 88.00

6-(Benzyloxycarbonylamino)caproic acid

  • CAS No. 1947-00-8

  • Cat. No. CS-W014593
  • Purity≥97%
  • MDL No.MFCD00004423

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

6-(Benzyloxycarbonylamino)caproic acid|CS-W014593

Structure of 1947-00-8

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General Information

  • CAS No. 1947-00-8
  • Cat. No. CS-W014593
  • Purity ≥97%
  • MDL No. MFCD00004423
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉NO₄
  • Molecular Weight 265.31
  • Synonym(s) None
  • SMILES O=C(O)CCCCCNC(=O)OCC=1C=CC=CC1

Description

6-(Benzyloxycarbonylamino)caproic acid features a benzyl-protected amino group flanked by a six-carbon aliphatic chain, enabling stable incorporation into peptide synthesis workflows. This derivative delivers controlled N-terminal protection with facile deprotection under standard hydrogenolysis conditions, supporting efficient assembly of complex peptide architectures.

Application

6-(Benzyloxycarbonylamino)caproic acid serves as a versatile building block for peptide synthesis, enabling efficient N-terminal protection with orthogonal deprotection under mild hydrogenolysis conditions. Its benzyloxycarbonyl (Z) group offers excellent stability during standard coupling reactions and facilitates straightforward purification via crystallization or chromatography. The aliphatic carboxylic acid functionality supports diverse derivatization, including amide bond formation and esterification, making it ideal for constructing peptidomimetics and macrocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • null|null
      501-53-1
    • In-stock
      6-Aminocaproic acid|CS-2204
      60-32-2
    • ~10%
    • In-stock
      6-(Benzyloxycarbonylamino)caproic acid|CS-W014593
      1947-00-8

    References

    • Journal of Organic Chemistry, , vol. 72, # 16 p. 6162 - 6170
  • Route2

    References

    • Journal of the Chemical Society. Perkin Transactions 1, , # 8 p. 1024 - 1025
  • Route3
    • null|null
      913833-98-4
    • null|null
      501-53-1
    • ~%
    • In-stock
      6-(Benzyloxycarbonylamino)caproic acid|CS-W014593
      1947-00-8

    References

    • US2008/39421 A1, ; Page/Page column 11 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   2.5578
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   8

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