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CS-W001157 4
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N-Boc-4-oxo-L-proline

  • CAS No. 84348-37-8

  • Cat. No. CS-M1682
  • Purity≥97%
  • MDL No.MFCD01860669

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

N-Boc-4-oxo-L-proline|CS-M1682

Structure of 84348-37-8

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General Information

  • CAS No. 84348-37-8
  • Cat. No. CS-M1682
  • Purity ≥97%
  • MDL No. MFCD01860669
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅NO₅
  • Molecular Weight 229.23
  • Synonym(s) Boc-4-oxo-Pro-OH
  • SMILES CC(C)(OC(N1CC(C[C@H]1C(O)=O)=O)=O)C

Description

N-Boc-4-oxo-L-proline features a protected amine and a ketone-functionalized pyrrolidine ring, enabling direct incorporation into peptide syntheses. This bench-stable derivative supports efficient access to oxoprolines in bioactive molecule development.

Application

N-Boc-4-oxo-L-proline serves as a versatile building block in peptide synthesis and heterocyclic chemistry, enabling efficient access to pyrrolidine-based scaffolds. The Boc group provides excellent stability and ease of removal under mild acidic conditions, while the 4-oxo functionality supports diverse transformations including reductive amination and nucleophilic addition. Its compatibility with standard coupling protocols and predictable reactivity make it a reliable choice for constructing complex bioactive molecules.

Synthesis

  • Route1

    References

    • APPLIED RESEARCH SYSTEMS ARS HOLDING N.V. Patent: WO2004/5249 A1, 2004 ; Location in patent: Page 30-31 ; WO 2004/005249 A1
  • Route2
    • null|null
      7664-93-9
    • In-stock
      Boc-Hyp-OH|CS-M3078
      13726-69-7
    • ~77%
    • In-stock
      N-Boc-4-oxo-L-proline|CS-M1682
      84348-37-8

    References

    • Halazy, Serge; Quattropani, Anna; Scheer, Alexander; Schwarz, Mattias; Thomas, Russell; Baxter, Antony Patent: US2003/212012 A1, 2003 ;
  • Route3

    References

    • Barraclough, Paul; Hudhomme, Pietrick; Spray, Caroline A.; Young, Douglas W. Tetrahedron, 1995 , vol. 51, # 14 p. 4195 - 4212

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-H319
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   83.91
  • LogP   0.6495
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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