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Upstream product

• 2847-00-9 1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose 
• 1885-14-9 phenyl chloroformate 
• 52340-61-1 3-amino-3-C-cyano-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose 

Relevant academic research and scientific papers

Novel spirohydantoins of D-allose and D-ribose derived from glyco-α-aminonitriles

The synthesis of 3-spirohydantoin derivatives of D-allose and D-ribose is reported. The key step is the stereoselective conversion of glyco-α-aminonitriles from ulose derivatives of D-glucose and D-xylose using titanium(IV) isopropoxide as a mild and efficient catalyst. Cyclisation of the glyco-α-aminonitriles give the target spirohydantoins.

Spirohydantoins from D-ribose as new potent enzymatic inhibitors

Anomeric spirohydantoin derivatives from monosaccharides are known for various biological properties. We describe herein the synthesis of the 3-spirohydantoin derivatives of D-allose and D-ribose. The key step is the stereoselective glyco-α-aminonitrile formation from ulose derivatives of D-glucose and D-xylose using titanium tetra-isopropoxide as a mild and efficient catalyst. Target compounds were synthesized from these intermediates. The glucidic moiety was partially or totally deprotected under acidic conditions. These new heterocyclic monosaccharidic derivatives are potent glycogen phosphorylase inhibitors.