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1,2-Pyrrolidinedicarboxylic acid, 4,4-dimethyl-, 1-(1,1-dimethylethyl) ester, (2S)-

  • CAS No. 1001353-87-2

  • Cat. No. CS-0028286
  • Purity≥97%
  • MDL No.MFCD11040193

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

1,2-Pyrrolidinedicarboxylic acid, 4,4-dimethyl-, 1-(1,1-dimethylethyl) ester, (2S)-|CS-0028286

Structure of 1001353-87-2

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General Information

  • CAS No. 1001353-87-2
  • Cat. No. CS-0028286
  • Purity ≥97%
  • MDL No. MFCD11040193
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₁NO₄
  • Molecular Weight 243.30
  • Synonym(s) 1-Boc-4,4-dimethyl-pyrrolidine-2-carboxylic acid
  • SMILES CC(C)(C)OC(N1[C@@H](CC(C)(C)C1)C(O)=O)=O

Description

This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and two methyl groups at the 4-position, enhancing steric shielding. The carboxylic acid functionality enables direct coupling in peptide synthesis, while the (S)-configuration ensures stereochemical fidelity in complex molecule assembly. Bench-stable under standard conditions, it integrates seamlessly into solid-phase and solution-phase workflows.

Application

(S)-1-(tert-butoxycarbonyl)-4,4-dimethylpyrrolidine-2-carboxylic acid serves as a robust chiral building block for the synthesis of bioactive heterocycles and peptide mimetics. The tert-butyl ester group enables straightforward deprotection under mild acidic conditions, while the sterically hindered 4,4-dimethyl substitution enhances conformational rigidity and metabolic stability. Its well-defined stereochemistry and functional group tolerance facilitate integration into standard coupling protocols and diversification strategies in medicinal chemistry workflows.

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   2.1066
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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