ASYMMETRIC-SYNTHESIS OF A XANTHINE DEHYDROGENASE INHIBITOR (S)-(-)-BOF-4272 - MECHANISM OF CHIRAL DIARYL SULFOXIDE FORMATION

Authors
HASHIMOTO K MATSUGI M FUKUDA N KUROGI Y
Citation
K. Hashimoto et al., ASYMMETRIC-SYNTHESIS OF A XANTHINE DEHYDROGENASE INHIBITOR (S)-(-)-BOF-4272 - MECHANISM OF CHIRAL DIARYL SULFOXIDE FORMATION, Phosphorus, sulfur and silicon and the related elements, 120, 1997, pp. 305-315
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Phosphorus, sulfur and silicon and the related elements → ACNP
ISSN journal
10426507
Volume
120
Year of publication
1997
Pages
305 - 315
Database
ISI
SICI code
1042-6507(1997)120:<305:AOAXDI>2.0.ZU;2-2
Abstract
A pyrazolotriazine derivative (BOF-4272), a potent xanthine dehydrogen ase inhibitor, was synthesized in good yield via 9 steps from vanillin . The asymmetric synthesis was achieved effectively by a modified Oae' s asymmetric oxidation of diaryl sulfide. A mechanism involving pentac oordinated sulfurane intermediates was supported by the molecular mode ling.