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2005
Other bioactive products
U 1300
Synthesis of (-)-Cytoxazone and (+)-epi-Cytoxazone: The Chiral Pool Approach.
The synthesis of optically pure (-)-cytoxazone (X), an immunomodulator, and its
30- 207 —
epimer (XI) starting from commercially available, nonexpensive (D)-amino acid (I) is
reported. It is shown that the homologation of the amino acid can be effected without
epimerization via amido aldehydes, under carefully controlled conditions, where
N-benzoyl group serves both as a protective group and the internal nucleophile in the
configurational inversion step. — (TOKIC-VUJOSEVIC, Z.; PETROVIC, G.;
RAKIC, B.; MATOVIC, R.; SAICIC*, R. N.; Synth. Commun. 35 (2005) 3, 435-447;
Fac. Chem., Univ. Belgrade, YU-11000 Belgrade, Yugoslavia; Eng.) — H. Toeppel
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