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CS-W001157 4
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(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester

  • CAS No. 184046-78-4

  • Cat. No. CS-W004163
  • Purity≥96%
  • MDL No.MFCD19440825
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    Type
    HazMat Fee
    Excepted Quantity $0.00
    FedEx Limited Quantities Ground $0.00
    Hazmat Ground shipping $50.00+
    Inaccessible (Haz class 6.1 or 9), Domestic $68.00+
    Accessible (Haz class 3, 4, 5 or 8), Domestic $158.00+
    Inaccessible (Haz class 6.1 or 9), International $108.00+
    Accessible (Haz class 3, 4, 5 or 8), International $238.00+

    An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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

(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester|CS-W004163

Structure of 184046-78-4

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Description

This chiral pyrrolidine derivative features a tert-butoxycarbonyl-protected amine and a hydroxy-bearing stereocenter, enabling direct incorporation into peptide synthesis workflows. The methyl ester group provides enhanced solubility and stability under standard conditions, while the (2S,3S) configuration ensures high diastereoselectivity in coupling reactions.

Application

(2S,3S)-1-(tert-Butoxycarbonyl)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester 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 methyl ester facilitates subsequent derivatization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it ideal for medicinal chemistry campaigns requiring controlled stereoselective construction of bioactive heterocycles.

General Information

  • CAS No. 184046-78-4
  • Cat. No. CS-W004163
  • Purity ≥96%
  • MDL No. MFCD19440825
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₅
  • Molecular Weight 245.27
  • Synonym(s) (2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxyproline methyl ester
  • SMILES COC(=O)[C@@H]1[C@@H](O)CCN1C(=O)OC(C)(C)C

Computational Chemistry Data

  • TPSA   76.07
  • LogP   0.5297
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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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