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

  • CAS No. 913820-87-8

  • Cat. No. CS-0527304
  • Purity≥96%
  • MDL No.None

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

(2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid|CS-0527304

Structure of 913820-87-8

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General Information

  • CAS No. 913820-87-8
  • Cat. No. CS-0527304
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₈FNO₄
  • Molecular Weight 355.36
  • Synonym(s) 1,2-Pyrrolidinedicarboxylic acid, 4-fluoro-, 1-(9H-fluoren-9-ylmethyl) ester, (2R,4S)
  • SMILES O=C(N1[C@@H](C(O)=O)C[C@H](F)C1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

This fluoren-9-ylmethoxycarbonyl-protected pyrrolidine derivative features a stereodefined fluoropyrrolidine core, enabling direct incorporation into peptide synthesis workflows. The Cbz-like protecting group ensures stability during coupling steps and can be removed under mild hydrogenolysis conditions.

Application

(2R,4S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-fluoropyrrolidine-2-carboxylic acid serves as a stereochemically defined, bench-stable building block for the synthesis of peptidomimetics and bioactive heterocycles. Its Cbz-protected pyrrolidine core exhibits excellent functional group tolerance and facilitates efficient coupling reactions. The 4-fluoro substituent enhances conformational rigidity and metabolic stability, making it ideal for medicinal chemistry campaigns targeting CNS and kinase-directed therapeutics.

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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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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