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Phenyl Vinyl Sulfone structure

Antimigraine intermediate

Phenyl Vinyl Sulfone

Michael-acceptor vinyl sulfone used to install the phenyl-sulfonylethyl arm of eletriptan.

CAS No.
5535-48-8
Molecular formula
C₈H₈O₂S
Mol. weight
168.21 g/mol
Appearance
White to off-white crystalline solid
API target
Eletriptan hydrobromide (CAS 143322-58-1)

Description

Phenyl vinyl sulfone is a versatile Michael acceptor. In the eletriptan route it is conjugate-added onto an indole acetic acid derivative to introduce the phenyl-sulfonylethyl side chain that gives the molecule its 5-HT1B/1D selectivity.

Applications

  • Eletriptan hydrobromide synthesis
  • Conjugate-addition chemistry