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CS-W001157 4
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(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid

  • CAS No. 1932387-77-3

  • Cat. No. CS-0470428
  • Purity≥98%
  • MDL No.MFCD02684480

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

(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid|CS-0470428

Structure of 1932387-77-3

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General Information

  • CAS No. 1932387-77-3
  • Cat. No. CS-0470428
  • Purity ≥98%
  • MDL No. MFCD02684480
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₈FNO₄
  • Molecular Weight 355.36
  • Synonym(s) N-(9-Fluorenylmethoxycarbonyl)-cis-4-fluoro-D-proline
  • SMILES OC(=O)[C@@H]1N(C[C@H](F)C1)C(=O)OCC2C3=C(C=CC=C3)C4C2=CC=CC=4

Description

This fluoren-9-ylmethoxycarbonyl-protected pyrrolidine derivative features a stereodefined (2R,4R) configuration and incorporates a fluorinated pyrrolidine core. The Cbz group enables stable handling and selective deprotection in synthetic workflows. This scaffold integrates readily into peptide sequences and serves as a key building block for constrained peptidomimetics.

Application

(2R,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of peptidomimetics and bioactive heterocycles. The Fmoc group enables efficient solid-phase peptide synthesis, while the 4-fluoropyrrolidine moiety provides conformational restraint and enhanced metabolic stability. Its bench-stable nature and compatibility with standard coupling conditions facilitate reliable incorporation into complex molecular architectures.

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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   3.4325
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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