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(2S,4R)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid

  • CAS No. 364750-80-1

  • Cat. No. CS-0038277
  • Purity≥97%
  • MDL No.None

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

(2S,4R)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid|CS-0038277

Structure of 364750-80-1

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General Information

  • CAS No. 364750-80-1
  • Cat. No. CS-0038277
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) (2S,4R)-N-Boc-4-methylpyrrolidine-2-carboxylic acid
  • SMILES C[C@@H]1C[C@@H](C(=O)O)N(C1)C(=O)OC(C)(C)C

Description

This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a methyl group at the 4-position, enabling direct incorporation into peptide synthesis. The (2S,4R) stereochemistry ensures high diastereoselectivity in coupling reactions. Bench-stable and moisture-tolerant, it integrates seamlessly into solid-phase and solution-phase workflows for complex peptide assembly.

Application

(2S,4R)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of peptidomimetics and bioactive heterocycles. The Boc group enables convenient protection and orthogonal deprotection in multi-step sequences, while the 4-methyl substituent enhances conformational rigidity. It functions reliably in standard coupling reactions and facilitates efficient access to constrained scaffolds relevant to medicinal chemistry campaigns.

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   1.7165
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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