Figure 1 - full size

 

Figure 1.
FIG. 1. A, synthesis key intermediates. a, (i) LiCl, N,N-dimethylformamide 150 °C; (ii) BnCl, K[2]CO[3]. b, H[2], Pd/C, MeOH. c, t-butyldi-methylsilylchloride, imidazole. d (i) t-BuLi, B(OMe)[3], (ii) H[2]O[2]/AcOH. e, Cs[2]CO[3], EtI, N,N-dimethylformamide. f, t-BuLi, N,N-dimethylformamide. B, synthesis of G17905 [GenBank] . a, tosylmethylisocyanide, BF[3]OEt[2], MeOH/H[2]O. b, LiOH, tetrahydrofuran/H[2]O. c, CDI, m-nitrobenzene sulfonamide, DBU, tetrahydrofuran. d, H[2]/C/Pd. e, (i) EtOH, HCl; (ii) MeOH, NH[3]. f, reverse phase chiral chromatographic separation, S-WELK-O column, isopropyl alcohol, pH 5.5.

The above figure is reprinted by permission from the ASBMB: J Biol Chem (2005, 280, 9160-9169) copyright 2005.