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CS-W001157 4
Total: USD 88.00

(3S,4S)-Pyrrolidine-3,4-diol

  • CAS No. 90481-32-6

  • Cat. No. CS-W005107
  • Purity≥97%
  • MDL No.None

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

(3S,4S)-Pyrrolidine-3,4-diol|CS-W005107

Structure of 90481-32-6

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General Information

  • CAS No. 90481-32-6
  • Cat. No. CS-W005107
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₉NO₂
  • Molecular Weight 103.12
  • Synonym(s) 1,4-dideoxy-1,4-iminothreitol
  • SMILES O[C@H]1CNC[C@@H]1O

Description

This chiral pyrrolidine diol features a rigid, fused 3,4-diol framework with defined (3S,4S) stereochemistry, enabling precise control in asymmetric synthesis. The hydroxyl groups facilitate hydrogen bonding and enhance solubility in polar solvents, while the stable scaffold resists racemization under standard conditions.

Application

(3S,4S)-Pyrrolidine-3,4-diol serves as a stereochemically defined scaffold for the synthesis of bioactive heterocycles and natural product analogs. Its rigid, cis-diols enable predictable stereocontrol in downstream transformations, while the pyrrolidine core offers favorable solubility and metabolic stability. The compound functions effectively in nucleophilic additions, cyclizations, and as a chiral building block in medicinal chemistry campaigns requiring precise spatial orientation. Bench-stable and readily purified by standard chromatographic methods, it supports scalable synthesis workflows.

Synthesis

  • Route1

    References

    • Hui, Ailing; Zhang, Jintang; Wang, Zhiyong Synthetic Communications, 2008 , vol. 38, # 14 p. 2374 - 2384
  • Route2
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      1428671-12-8
    • ~%
    • In-stock
      (3S,4S)-Pyrrolidine-3,4-diol|CS-W005107
      90481-32-6

    References

    • Bioorganic and Medicinal Chemistry, , vol. 21, # 7 p. 1911 - 1917

Safety Information

Download SDS
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   52.49
  • LogP   -1.6886
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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