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CS-W001157 4
Total: USD 88.00

N-Boc-4,4-difluoro-L-proline

  • CAS No. 203866-15-3

  • Cat. No. CS-W004000
  • Molecule weight251.23
  • Purity≥96%
  • MDL No.MFCD03094917

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

N-Boc-4,4-difluoro-L-proline|CS-W004000

Structure of 203866-15-3

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General Information

  • CAS No. 203866-15-3
  • Cat. No. CS-W004000
  • Purity ≥96%
  • MDL No. MFCD03094917
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₅F₂NO₄
  • Molecular Weight 251.23
  • Synonym(s) N-(tert-Butoxycarbonyl)-4,4-difluoro-L-proline
  • SMILES O=C(N1CC(C[C@H]1C(=O)O)(F)F)OC(C)(C)C

Application

N-Boc-4,4-difluoro-L-proline serves as a conformationally constrained building block for peptide synthesis, leveraging the rigidity of the proline scaffold enhanced by geminal difluorination. The Boc group provides stable protection under standard deprotection conditions, while the 4,4-difluoro substitution improves metabolic stability and modulates electronic properties. This derivative facilitates efficient incorporation into peptidomimetics and macrocyclic scaffolds, enabling precise control over backbone geometry in medicinal chemistry campaigns.

Synthesis

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    References

    • ALMIRALL, S.A.; BERNAL ANCHUELA, Francisco Javier; CARRASCAL RIERA, Marta; CATURLA JAVALOYES, Juan Francisco; GRACIA FERRER, Jordi; MATASSA, Victor Giulio; TERRICABRAS BELART, Emma; TALTAVULL MOLL, Joan; ERRA SOLA, Montserrat Patent: WO2012/146666 A1, 2012 ; Location in patent: Page/Page column 138-139 ; WO 2012/146666 A1
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    References

    • Bioorganic and Medicinal Chemistry, , vol. 14, # 8 p. 2725 - 2746
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    References

    • Bioorganic and Medicinal Chemistry, , vol. 14, # 8 p. 2725 - 2746

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   66.84
  • LogP   1.7157
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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