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

  • CAS No. 223581-83-7

  • Cat. No. CS-0120102
  • Purity≥97%
  • MDL No.None

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

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid|CS-0120102

Structure of 223581-83-7

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General Information

  • CAS No. 223581-83-7
  • Cat. No. CS-0120102
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₇NO₅
  • Molecular Weight 351.35
  • Synonym(s) FMOC-S-PRO(4-OXO)-OH
  • SMILES O=C(N1[C@H](C(O)=O)CC(C1)=O)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid is a bench-stable, moisture-tolerant protected amino acid derivative featuring a fluorenylmethyl carbamate (Fmoc) group. This configuration enables direct incorporation into solid-phase peptide synthesis workflows, offering efficient chain elongation with minimal racemization and clean deprotection under mild basic conditions.

Application

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid serves as a valuable chiral building block in peptide synthesis, enabling the construction of sterically constrained proline analogs. The fluorenylmethoxycarbonyl (Fmoc) group provides excellent stability and orthogonal deprotection under mild basic conditions. Its 4-oxo functionality offers a versatile handle for downstream transformations, including reductive amination and heterocycle formation, while maintaining compatibility with standard coupling protocols and facilitating purification via chromatography or crystallization.

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   83.91
  • LogP   2.6635
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   3

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