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CS-W001157 4
Total: USD 88.00

(4R)-1-Boc-4-fluoro-D-proline

  • CAS No. 681128-51-8

  • Cat. No. CS-0053468
  • Molecule weightNone
  • Purity≥95%
  • MDL No.MFCD02684479

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

(4R)-1-Boc-4-fluoro-D-proline|CS-0053468

Structure of 681128-51-8

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General Information

  • CAS No. 681128-51-8
  • Cat. No. CS-0053468
  • Purity ≥95%
  • MDL No. MFCD02684479
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆FNO₄
  • Molecular Weight None
  • Synonym(s) (2R,4R)-1-(tert-Butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid
  • SMILES CC(C)(C)OC(=O)N1C[C@H](F)C[C@@H]1C(O)=O

Description

(4R)-1-Boc-4-fluoro-D-proline is a stereochemically defined, bench-stable proline derivative featuring a fluorinated C4 position and a Boc-protected nitrogen. This configuration enables direct incorporation into peptide sequences where conformational rigidity and enhanced metabolic stability are required. The fluorine atom imparts unique electronic effects that modulate backbone geometry and hydrogen bonding potential.

Application

(4R)-1-Boc-4-fluoro-D-proline serves as a conformationally constrained, stereochemically defined building block for the synthesis of bioactive peptides and heterocyclic scaffolds. The Boc group provides stable protection under standard peptide coupling conditions, while the 4-fluoro substituent enhances backbone rigidity and modulates electronic properties. It functions effectively in solution-phase and solid-phase synthesis, enabling efficient incorporation into peptidomimetics with improved metabolic stability and target affinity.

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

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.4185
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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