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(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

  • CAS No. 203866-21-1

  • Cat. No. CS-0046367
  • Molecule weight373.35
  • Purity≥96%
  • MDL No.MFCD01860709

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

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid|CS-0046367

Structure of 203866-21-1

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General Information

  • CAS No. 203866-21-1
  • Cat. No. CS-0046367
  • Purity ≥96%
  • MDL No. MFCD01860709
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₇F₂NO₄
  • Molecular Weight 373.35
  • Synonym(s) (2s)-Fmoc-4,4-difluoro-pyrrolidine-2-carboxylic acid
  • SMILES O=C(N1[C@H](C(O)=O)CC(F)(F)C1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid is a chiral building block featuring a sterically constrained pyrrolidine core with two fluorine atoms at the C4 position. The fluorenylmethoxycarbonyl (Fmoc) group enables efficient protection and deprotection in peptide synthesis. This derivative combines enhanced stability with compatibility in solid-phase workflows.

Application

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid serves as a valuable chiral building block in peptide synthesis, leveraging the robustness of the Fmoc protecting group. The 4,4-difluoropyrrolidine moiety imparts enhanced metabolic stability and conformational rigidity, facilitating incorporation into bioactive peptides. Its bench-stable nature and compatibility with standard coupling protocols enable efficient, high-yield peptide elongation while maintaining stereochemical integrity.

Safety Information

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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-P280-P302+P352

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   3.7297
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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