105266-02-2Relevant academic research and scientific papers
SYNTHESIS OF DEOXYMANNOJIRIMYCIN FAGOMINE DEOXYNOJIRIMYCIN 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-MANNITOL 2-ACETAMIDO-1,5-IMINO-1,2,5-TRIDEOXY-D-GLUCITOL 2S,3R,4R,5R-TRIHYDROXYPIPECOLIC ACID AND 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID FROM METHYL 3-O-BENZYL-2,6-DIDEOXY-2,6-IMINO-α-D-...
Fleet, George W. J.,Fellows, L. E.,Smith, Paul W.
, p. 979 - 990 (2007/10/02)
The value of methyl 3-O-benzyl-2,6-dideoxy-2,6-imino-α-D-mannofuranoside as a divergent intermediate for the preparation of polyhydroxylated piperidines is illustrated by the synthesis of deoxymannojirimycin (1,5-dideoxy-1,5-imino-D-mannitol), fagomine (1,5-imino-1,2,5-trideoxy-D-arabino-hexitol), deoxynojirimycin (1,5-dideoxy-1,5-imino-D-glucitol), 2-acetamido-1,5-imino-1,2,5-trideoxy-D-mannitol, 2-acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol, 2S,3R,4R,5R-trihydroxypipecolic acid and 2S,3R,4R,5S-trihydroxypipecolic acid.
Synthesis of 2-Acetamido-1,5-imino-1,2,5-trideoxy-D-mannitol and of 2-Acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol, a Potent and Specific Inhibitor of a Number of &β-N-Acetylglucosaminidases
Fleet, George W. J.,Smith, Paul W.,Nash, Robert J.,Fellows, Linda E.,Parekh, Raj B.,Rademacher, Thomas W.
, p. 1051 - 1054 (2007/10/02)
The stereochemical outcome of the azide displacement of triflates derived from a piperidin-3-ol depends on the protecting group on the ring nitrogen and allows the synthesis of 2-acetamido-1,5-imino-1,2,5-trideoxy-D-glucitol (a potent and specific inhibit
