382593-87-5

Upstream product

• 288069-37-4 (E)-(2R,2'S,4'R)-(-)-1-(4-allyl-2-phenyl-1,3-dioxan-5-ylideneamino)-2-(methoxymethyl)pyrrolidine 
• 382593-78-4 (2R,2'S,4'R,6'R)-(-)-1-(6-allyl-4-methyl-2-phenyl-1,3-dioxan-5-ylideneamino)-2-(methoxymethyl)pyrrolidine 
• 382593-80-8 (2S,4R,6R)-(+)-4-allyl-6-methyl-2-phenyl-1,3-dioxan-5-one 

Relevant academic research and scientific papers

Synthesis of all diastereomers of the 2-deoxypentoses and the 2,6-dideoxyhexoses from 2-phenyl-1,3-dioxan-5-one hydrate

All diastereomers of the 2-deoxypentoses and the 2,6-dideoxyhexoses were synthesized from 2-phenyl-1,3-dioxan-5-one hydrate (1), by alkylation via the RAMP-hydrazone (2). Some of the diastereomers were synthesized in the racemic form via the dimethylhydrazone (28). The 2-deoxypentoses were synthesized by alkylation with allyl bromide, followed by stereoselective reduction, ozonolysis, and deprotection. The 2,6-dideoxypentoses were synthesized by dialkylation with allyl bromide and methyl iodide.