Synthesis of (-)-cytoxazone and (+)-epi-cytoxazone: The chiral pool approach
Abstract
Immunomodulator (-)-cytoxazone and its epimer (+)-epi-cytoxazone were synthesized starting from (D)-(-)-4-hydroxyphenylglycine. Homologation of the amino acid was achieved via the corresponding aldehyde, by a cyanohydrin reaction. The racemization of highly sensible amido aldehyde was efficiently suppressed when the oxidation of the parent aminoalcohol was performed by a modified Dess-Martin procedure.
Keywords:
amino alcohols / cyanohydrins / cytoxazone / oxazolinesSource:
Tenside Surfactants Detergents, 2005, 35, 3, 435-447Publisher:
- Taylor & Francis Inc, Philadelphia
DOI: 10.1081/SCC-200048953
ISSN: 0039-7911