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CS-W001157 4
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(2r,4s)-1-[(tert-butoxy)carbonyl]-4-({[(9h-fluoren-9-yl)methoxy]carbonyl}amino)pyrrolidine-2-carboxylic acid

  • CAS No. 1018332-23-4

  • Cat. No. CS-0214740
  • Purity≥97%
  • MDL No.None

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

(2r,4s)-1-[(tert-butoxy)carbonyl]-4-({[(9h-fluoren-9-yl)methoxy]carbonyl}amino)pyrrolidine-2-carboxylic acid|CS-0214740

Structure of 1018332-23-4

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General Information

  • CAS No. 1018332-23-4
  • Cat. No. CS-0214740
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₅H₂₈N₂O₆
  • Molecular Weight 452.50
  • Synonym(s) N-Boc-trans-4-N-fmoc-amino-D-proline
  • SMILES O=C([C@@H]1N(C(OC(C)(C)C)=O)C[C@@H](NC(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)C1)O

Description

This protected pyrrolidine derivative features orthogonal shielding via tert-butoxycarbonyl and fluorenylmethoxycarbonyl groups, enabling sequential deprotection in peptide synthesis. The rigid pyrrolidine core enhances conformational control in macrocyclic systems, while the bench-stable, moisture-tolerant structure simplifies handling under standard conditions.

Application

(2R,4S)-1-[(tert-Butoxy)carbonyl]-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pyrrolidine-2-carboxylic acid serves as a key chiral building block for peptide synthesis and medicinal chemistry campaigns. Its dual Boc and Fmoc protecting groups enable orthogonal deprotection strategies, while the pyrrolidine core facilitates incorporation into bioactive scaffolds. The compound exhibits excellent bench stability, simplifies purification via standard chromatography, and participates reliably in coupling reactions under mild conditions.

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

Quality Control

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Computational Chemistry Data

  • TPSA   105.17
  • LogP   3.9877
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   4

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