Synthesis, spectroscopic studies, and x-ray crystallographic analysis of the organotin carbohydrate: 1,2:3,4-di-O-isopropylidene-6-O-triphenylstannylmethyl-α-D-galactopyranose

Article abstract of DOI:10.1007/BF01665703

The title organotin carbohydrate, C31H36O6Sn, has been synthesized and its molecular structure has been determined in solution and in the solid state.NMR, infrared, mass and X-ray crystallographic techniques were used.The chiral molecules crystallize in the monoclinic space group P2₁ with Z=2.The triphenyltin and carbohydrate moieties are linked by a trans methylene-oxygen-methylene arrangement.The pyranosyl ring adopts a twist-boat conformation and the isopropylidene rings adopt different (half-chair and envelope) forms.Solution and solid-state conformations are similar as only three Δ 13C shift values are greater than 2ppm; the Δ 119Sn value is 12 ppm.KEY WORDS: X-ray crystallographic analysis; organotin; carbohydrate.