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(2R,3S)-1-[(tert-Butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid

  • CAS No. 118492-87-8

  • Cat. No. CS-0056059
  • Molecule weight231.25
  • Purity≥97%
  • MDL No.None

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

(2R,3S)-1-[(tert-Butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid|CS-0056059

Structure of 118492-87-8

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General Information

  • CAS No. 118492-87-8
  • Cat. No. CS-0056059
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₅
  • Molecular Weight 231.25
  • Synonym(s) None
  • SMILES O=C([C@@H]1N(C(OC(C)(C)C)=O)CC[C@@H]1O)O

Description

This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a hydroxyl group at adjacent stereocenters, enabling direct incorporation into peptide backbones or as a scaffold for bioactive molecule synthesis under standard conditions.

Application

(2R,3S)-1-[(tert-Butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid serves as a versatile chiral building block for the synthesis of pyrrolidine-containing pharmaceuticals and natural products. The protected amine and hydroxyl groups enable selective functionalization, while the tert-butoxycarbonyl group offers excellent bench stability and ease of removal under mild acidic conditions. Its stereochemistry supports predictable reactivity in peptide coupling and heterocycle formation, facilitating efficient access to complex scaffolds 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-P330-P362+P364-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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