M. Yoshikawa et al., TOTAL SYNTHESIS OF A NOVEL IMMUNOSUPPRESSANT, MYRIOCIN (THERMOZYMOCIDIN, ISP-I), AND Z-MYRIOCIN, Chemical and Pharmaceutical Bulletin, 42(4), 1994, pp. 994-996
Myriocin (thermozymocidin, ISP-I), which was known to exhibit several
interesting biological properties such as potent immunosuppressive and
antifungal activities, and a new analog Z-myriocin were synthesized f
rom 2-deoxy-D-glucose, This synthetic pathway comprises a stereoselect
ive formation of the chiral alpha, alpha-disubstituted amino acid stru
cture in myriocin and Z-myriocin from the isopropylidene six-menbered
ketone by using a modified Darzen reaction as its key step.