cis-[2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl p-Tolylsulfonate

For research use only. Not for therapeutic Use.

  • CAT Number: R004363
  • CAS Number: 134071-44-6
  • Molecular Formula: C₂₁H₂₀Cl₂N₂O₅S
  • Molecular Weight: 483.37
  • Purity: ≥95%
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cis-[2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl p-tolylsulfonate(Cat No.:R004363)is a synthetic intermediate commonly used in the production of antifungal agents, particularly azole derivatives. It features a 1,3-dioxolane ring bearing imidazole and dichlorophenyl substituents that are characteristic of pharmacologically active triazole and imidazole compounds. The p-toluenesulfonate (tosylate) group enhances its leaving-group ability, making it suitable for nucleophilic substitution reactions in medicinal chemistry. This compound is typically used in the synthesis of bioactive molecules targeting fungal infections by disrupting ergosterol biosynthesis. It is usually supplied as a solid, soluble in organic solvents.


CAS Number 134071-44-6
Synonyms

(2R,4R)-rel-2-(2,4-Dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolane-4-methanol 4-(4-Methylbenzenesulfonate);

Molecular Formula C₂₁H₂₀Cl₂N₂O₅S
Purity ≥95%
Storage -20°C
IUPAC Name [(2R,4R)-2-(2,4-dichlorophenyl)-2-(imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methyl 4-methylbenzenesulfonate
InChI InChI=1S/C21H20Cl2N2O5S/c1-15-2-5-18(6-3-15)31(26,27)29-12-17-11-28-21(30-17,13-25-9-8-24-14-25)19-7-4-16(22)10-20(19)23/h2-10,14,17H,11-13H2,1H3/t17-,21+/m1/s1
InChIKey WAXNIYHZFWRPGS-UTKZUKDTSA-N
SMILES CC1=CC=C(C=C1)S(=O)(=O)OC[C@H]2CO[C@](O2)(CN3C=CN=C3)C4=C(C=C(C=C4)Cl)Cl
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