Synthesis of derivatives of sisosamine and purpurosamine C: confirmation of the structure of sisomicin
Abstract
The synthesis of derivatives of sisosamine (12) and purpurosamine C (16), components of the amino-glycoside antibiotics, sisomicin (1) and gentamicin C1a(2) is described; one key intermediate, 2-azido-2,3-dideoxy-6-O-toluene-p-sulphonyl-α-D-erythro-hexopyranosid-4-ulose (5) being used for both reaction sequences.