182298-29-9

Upstream product

• 23558-05-6 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose 
• 60144-26-5 formaldehyde N,N-tetramethylenehydrazone 

Downstream Products

• 115243-95-3 (S)-Benzyloxy-((3aR,5S,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-acetaldehyde 
• 28713-39-5 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranose 
• 182298-38-0 3-O-benzyl-1,2-O-isopropylidene-α-D-glucofuranonitrile 
• 182298-39-1 3,5-di-O-benzyl-1,2-O-isopropylidene-α-D-gluco-hexodialdo-1,4-furanose N,N-butylenehydrazone 

Relevant academic research and scientific papers

Stereospecific addition of formaldehyde dialkylhydrazones to sugar aldehydes. Synthesis of cyanohydrins and α-hydroxy aldehydes

Formaldehyde dialkylhydrazones smoothly add to sugar aldehydes without any need of promoter or catalyst. α-Hydroxy dialkylhydrazones, which are obtained in good yields and high stereoselectivities, have been successfully transformed in cyanohydrins by treatment with magnesium monoperoxyphtalate (MMPP) and in O-protected α-hydroxy aldehydes by ozonolysis or HCl mediated hydrolysis. No racemization was observed in the cleavage of the dialkylhydrazone group.