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CS-W001157 4
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1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic acid

  • CAS No. 84677-06-5

  • Cat. No. CS-W014159
  • Purity≥98%
  • MDL No.MFCD00083285

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

1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic acid|CS-W014159

Structure of 84677-06-5

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General Information

  • CAS No. 84677-06-5
  • Cat. No. CS-W014159
  • Purity ≥98%
  • MDL No. MFCD00083285
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃NO₄
  • Molecular Weight 235.24
  • Synonym(s) N-Cbz-1-aminocyclopropanecarboxylic acid
  • SMILES O=C(C1(NC(OCC2=CC=CC=C2)=O)CC1)O

Description

This cyclopropylcarboxylic acid derivative bears a benzyloxycarbonyl-protected amino group, enabling direct incorporation into peptide synthesis workflows. The zwitterionic character and rigid cyclopropyl scaffold enhance structural definition in constrained peptide architectures.

Application

1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic acid serves as a stable, bench-ready building block for the synthesis of cyclopropyl-containing peptidomimetics and bioactive heterocycles. Its orthogonal protection—benzyloxycarbonyl (Boc) group on nitrogen and carboxylic acid functionality—enables selective transformations in peptide coupling sequences and facilitates downstream functionalization via standard amide bond formation or decarboxylation protocols.

Synthesis

  • Route1

    References

    • Chu; Claiborne; Clement; Plattner Canadian Journal of Chemistry, 1992 , vol. 70, # 5 p. 1328 - 1337
  • Route2
    • Methyl 1-{[(benzyloxy)carbonyl]amino}cyclopropane-1-carboxylate|CS-0049258
      84677-05-4
    • ~95%
    • In-stock
      1-(Benzyloxycarbonylamino)cyclopropyl-1-carboxylic acid|CS-W014159
      84677-06-5

    References

    • Strazewski, Peter; Tamm, Christoph Synthesis, 1987 , # 3 p. 298 - 299
  • Route3

    References

    • Synlett, , # 14 p. 2489 - 2492

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-P405-P501

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Computational Chemistry Data

  • TPSA   75.63
  • LogP   1.53
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   4

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