915154-69-7Relevant academic research and scientific papers
Scalable synthesis of L-lduronic acid derivatives via stereocontrolled cyanohydrin reaction for synthesis of heparin-related disaccharides
Hansen, Steen Uldall,Barath, Marek,Salameh, Bader A.B.,Pritchard, Robin G.,Stimpson, William T.,Gardiner, John M.,Jayson, Gordon C.
supporting information; experimental part, p. 4528 - 4531 (2009/12/09)
L-ldo cyanohydrln 3 was prepared from dlacetone-D-glucose In four steps and 76% overall yield and 90% de via cyanohydrin reaction of aldehyde 2. This process can be scaled to provide >1 mol of pure L-Ido cyanohydrin 3. Cyanohydrin 3 was elaborated to 1,2-Isopropylldineprotected L-ldo nitrile (8), lduronic amide 9, and known carboxy ester 10. Coupling of 8 and 9 with glucosamine donors leads to new types (6-cyano and 6-carboxamlde) of heparin-related disaccharides.
