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(2R,5R)-1-(tert-Butoxycarbonyl)-5-methylpyrrolidine-2-carboxylic acid

  • CAS No. 1657030-28-8

  • Cat. No. CS-0053462
  • Molecule weight229.27
  • Purity≥98%
  • MDL No.None

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

(2R,5R)-1-(tert-Butoxycarbonyl)-5-methylpyrrolidine-2-carboxylic acid|CS-0053462

Structure of 1657030-28-8

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General Information

  • CAS No. 1657030-28-8
  • Cat. No. CS-0053462
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) (5R)-1-(tert-butoxycarbonyl)-5-methyl-D-proline
  • SMILES C[C@@H]1CC[C@@H](N1C(=O)OC(C)(C)C)C(O)=O

Description

This pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a methyl group at the 5-position, enabling direct incorporation into peptide chains. The stereochemistry at C2 and C5 ensures predictable conformational control in synthetic intermediates. Bench-stable under standard conditions, it facilitates efficient coupling reactions without racemization.

Application

(2R,5R)-1-(tert-Butoxycarbonyl)-5-methylpyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of bioactive pyrrolidine-containing scaffolds. The Boc group enables straightforward protection and deprotection under mild acidic conditions, while the C5 methyl substituent provides steric and electronic modulation. This derivative exhibits excellent bench stability and facilitates efficient coupling reactions, making it well-suited for peptide and medicinal chemistry applications requiring controlled stereochemistry and functional group compatibility.

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   66.84
  • LogP   1.859
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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