1601496-84-7Relevant articles and documents
Synthesis of the pluramycins 2: Total synthesis and structure assignment of saptomycin B
Kitamura, Kei,Maezawa, Yoshihiko,Ando, Yoshio,Kusumi, Takenori,Matsumoto, Takashi,Suzuki, Keisuke
, p. 1262 - 1265 (2014/03/21)
A concise, highly convergent total synthesis of saptomycin B, a member of the pluramycin class of antitumor antibiotics, is reported. The target compound was assembled from four building blocks (a tricyclic platform, two sugars, and an alkynal) in 15% yield through 10 synthetic operations. The key steps included the regioselective installation of two amino sugars (l-vancosamine and d-angolosamine) on the tricycle and the efficient construction of the tetracyclic skeleton by an aldol reaction followed by formation of the pyranone. The unknown configuration at C14 was assigned as R.
