301649-48-9

Upstream product

• 301649-46-7 (2S,5R)-6-Benzyloxy-5-[(tert-butoxycarbonyl)amino]-1,2-isopropylidenedioxy-4-(phenylsulfonyl)hexan-3-ol 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 175229-12-6 (R)-3-benzyloxy-2-(tert-butoxycarbonylamino)propyl phenyl sulfone 
• 301649-47-8 (E)-(2S,5R)-1-Benzyloxy-2-[(tert-butoxycarbonyl)amino]-5,6-isopropylidenedioxyhex-3-ene 

Downstream Products

• 301649-51-4 4-O-Acetyl-1-O-benzyl-2-[(tert-butoxycarbonyl)amino]-3-O-(tert-butyldimethylsilyl)-2-deoxy-5,6-isopropylidene-L-glucitol 
• 301649-50-3 1-O-Benzyl-2-[(tert-butoxycarbonyl)amino]-3-O-(tert-butyldimethylsilyl)-2-deoxy-5,6-isopropylidene-L-glucitol 

Relevant academic research and scientific papers

Asymmetric synthesis of amino sugars. Part 2. A novel versatile approach to the chiral non-racemic synthesis of 2-amino-2-deoxy sugars. Preparation of L-glucosamine, L-mannosamine and L-talosamine derivatives

The asymmetric synthesis of 2-amino-2-deoxy sugars, starting from chiral building block and 2,3-O-isopropylideneglyceraldehyde via Julia olefination and subsequent dihydroxylation was discussed. The essential feature of the process is the transformation of the readily available building blocks into a fully protected derivative of 2-amino polyol followed by cyclization to 2-amino-2-deoxy sugar. The versatility of the approach was exemplified by the preparation of L-glucosamine, L-mannosamine and L-talosamine derivatives in highly diastereometrically pure forms.