Cas no 35454-97-8 ((2S,3S)-1,4-disulfanylbutane-2,3-diol)

(2S,3S)-1,4-Disulfanylbutane-2,3-diol is a chiral diol compound featuring two sulfhydryl (-SH) groups at the 1 and 4 positions, along with hydroxyl (-OH) groups at the 2 and 3 positions. Its stereospecific (2S,3S) configuration makes it valuable in asymmetric synthesis and as a building block for pharmaceuticals, ligands, or catalysts. The presence of both thiol and hydroxyl functionalities allows for versatile reactivity, including chelation or participation in thiol-ene click chemistry. This compound is particularly useful in the development of chiral metal complexes or as a precursor for biologically active molecules. High purity and well-defined stereochemistry ensure reproducibility in research and industrial applications.
(2S,3S)-1,4-disulfanylbutane-2,3-diol structure
35454-97-8 structure
Product Name:(2S,3S)-1,4-disulfanylbutane-2,3-diol
CAS No:35454-97-8
MF:C4H10O2S2
MW:154.250998973846
MDL:MFCD00077079
CID:295638
PubChem ID:446094
Update Time:2026-05-14

(2S,3S)-1,4-disulfanylbutane-2,3-diol Chemical and Physical Properties

Names and Identifiers

    • 2,3-Butanediol,1,4-dimercapto-, (2S,3S)-
    • 2,3-Butanediol,1,4-dimercapto-, [S-(R*,R*)]-
    • Dg-Dithiothreitol
    • (2S,3S)-1,4-disulfanylbutane-2,3-diol
    • MDL: MFCD00077079
    • Inchi: InChI=1S/C4H10O2S2/c5-3(1-7)4(6)2-8/h3-8H,1-2H2/t3-,4-/m1/s1
    • InChI Key: VHJLVAABSRFDPM-QWWZWVQMSA-N
    • SMILES: C([C@H]([C@@H](CS)O)O)S

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 3

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Additional information on (2S,3S)-1,4-disulfanylbutane-2,3-diol

Compound CAS No 35454-97-8: (2S,3S)-1,4-Disulfanylbutane-2,3-Diol

The compound with CAS number 35454-97-8, known as (2S,3S)-1,4-disulfanylbutane-2,3-diol, is a significant molecule in the field of organic chemistry and materials science. This compound has garnered attention due to its unique structural properties and potential applications in various industries. Recent studies have highlighted its role in advanced materials development and its potential in biological systems.

Chemical Structure and Properties

(2S,3S)-1,4-disulfanylbutane-2,3-diol features a butane backbone with two sulfur atoms at positions 1 and 4. The stereochemistry at positions 2 and 3 is both S configuration, making this compound chiral. The presence of hydroxyl groups (-OH) at positions 2 and 3 contributes to its hydrophilic nature, while the sulfanyl groups (-SH) at positions 1 and 4 introduce sulfur-based reactivity. This combination of functional groups makes the compound versatile for various chemical reactions and applications.

Synthesis and Characterization

The synthesis of (2S,3S)-1,4-disulfanylbutane-2,3-diol involves a multi-step process that typically includes oxidation and reduction reactions to achieve the desired stereochemistry. Recent advancements in asymmetric synthesis have enabled more efficient production methods with higher enantiomeric excess. Characterization techniques such as NMR spectroscopy and X-ray crystallography have been employed to confirm the molecular structure and stereochemistry.

Applications in Materials Science

This compound has found applications in the development of advanced materials due to its ability to form stable networks through sulfur-based interactions. It is used as a building block in the synthesis of polymers and coordination compounds. Recent research has explored its use in creating stimuli-responsive materials that can change properties under specific conditions, such as temperature or pH changes.

Biological Applications

In the field of biotechnology, (2S,3S)-1,4-disulfanylbutane-2,3-diol has shown potential as a bioactive molecule. Studies have indicated its role in enzymatic processes and its ability to act as a co-factor in certain biochemical reactions. Additionally, it has been investigated for its antioxidant properties, which could be beneficial in pharmaceutical applications.

Recent Research Developments

Recent studies have focused on enhancing the stability and reactivity of (2S,3S)-1,4-disulfanylbutane-2,3-diol for industrial applications. Researchers have explored modifications to the molecule to improve its solubility and compatibility with various solvents. These advancements are expected to expand its use in catalysis and green chemistry.

In conclusion, (2S,3S)-1,4-disulfanylbutane-2,3-diol is a versatile compound with promising applications across multiple disciplines. Its unique chemical properties and recent research breakthroughs position it as a key molecule for future innovations in materials science and biotechnology.

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