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(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid

  • CAS No. 187039-57-2

  • Cat. No. CS-0041827
  • Molecule weight231.25
  • Purity≥97%
  • MDL No.MFCD04974546

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

(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid|CS-0041827

Structure of 187039-57-2

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General Information

  • CAS No. 187039-57-2
  • Cat. No. CS-0041827
  • Purity ≥97%
  • MDL No. MFCD04974546
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₅
  • Molecular Weight 231.25
  • Synonym(s) BOC-TRANS-3-HYDROXY-L-PROLINE
  • SMILES CC(C)(C)OC(=O)N1CC[C@H](O)[C@H]1C(O)=O

Description

This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a hydroxyl group at adjacent stereocenters, enabling direct incorporation into peptide-like scaffolds. The bench-stable, moisture-tolerant structure supports efficient synthesis of bioactive heterocycles and constrained peptidomimetics under standard conditions.

Application

(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid serves as a stereochemically defined building block for the synthesis of pyrrolidine-based scaffolds. The protected amine and hydroxyl groups enable orthogonal functionalization, while the tert-butyl carbamate moiety provides bench stability and facilitates purification. It functions effectively in coupling reactions and is compatible with standard peptide and 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   87.07
  • LogP   0.4413
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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