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(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid

  • CAS No. 167275-47-0

  • Cat. No. CS-0132650
  • Purity≥97%
  • MDL No.MFCD03095629

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

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid|CS-0132650

Structure of 167275-47-0

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General Information

  • CAS No. 167275-47-0
  • Cat. No. CS-0132650
  • Purity ≥97%
  • MDL No. MFCD03095629
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₁NO₄
  • Molecular Weight 351.40
  • Synonym(s) N-Fmoc-α-methyl-L-proline
  • SMILES O=C(N1[C@@](C(O)=O)(C)CCC1)OCC2C3=C(C4=C2C=CC=C4)C=CC=C3

Description

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid delivers a sterically hindered, bench-stable chiral building block for peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) group enables orthogonal protection, while the methylated pyrrolidine core provides conformational rigidity and enhanced solubility. This derivative supports efficient coupling reactions under standard conditions.

Application

(S)-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)-2-methylpyrrolidine-2-carboxylic acid serves as a robust chiral building block for peptide synthesis, enabling efficient N-terminal protection and stereocontrol. The Fmoc group provides excellent bench stability and facilitates mild deprotection under basic conditions. Its 2-methylpyrrolidine scaffold offers enhanced conformational rigidity and favorable solubility, supporting high-yielding couplings in standard solid-phase protocols. This compound functions reliably in the construction of complex peptide architectures and cyclic peptide motifs.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   3.8746
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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