26532-13-8

Upstream product

• 19473-20-2 (3S,5S)-(+)-3-hydroxy-5-hydroxymethyl-tetrahydrofuran-2-one 
• 2782-09-4 D-arabinono-1,4-lactone 
• 5336-08-3 D-Ribono-1,4-lactone 
• 15384-34-6 D-lyxono-1,4-lactone 
• 15384-37-9 D-xylono-1,4-lactone 
• 79580-60-2 (3R,4S,5R)-3,4-diacetoxy-5-acetoxymethyl-2-tetrahydrofuranone 
• 41162-32-7 2,3,5-tri-O-acetyl-D-ribonic acid γ-lactone 
• 16751-37-4 2,3,5-tri-O-acetyl-D-arabino-1,4-lactone 
• 79580-61-3 tri-O-acetyl-D-lyxono-1,4-lactone 
• 79580-65-7 3β-acetoxy-5β-acetoxymethyltetrahydrofuran-2-one 
• 53081-35-9 methyl 3-deoxy-α-D-threo-pentofuranoside 
• 98-88-4 benzoyl chloride 

Relevant academic research and scientific papers

Preparation of 3-Deoxy-aldonolactones by Hydrogenolysis of Acetylated Aldonolactones

Acetylated aldono-1,4-lactones, when treated with hydrogen in the presence of triethylamine and palladium on carbon, form acetylated 3-deoxy-aldono-1,4-lactones in high yield through elimination of the 3-acetoxy group and subsequent stereospecific hydrogenation of the unsaturated intermediate.Thus, acetylated D-galactono-1,4-lactone (1) yields tri-O-acetyl-3-deoxy-D-xylo-hexono-1,4-lactone (3a).Acetylated D-mannono- or D-glucono-1,4-lactone both give 3-deoxy-D-arabino-hexono-1,4-lactone (10a), whereas the four acetylated D-pentono-1,4-lactones (14-17) all afford di-O-acetyl-D-threo-pentono-1,4-lactone (18a).D-Gluconolactone can be converted into (R)-γ-caprolactone (27) on treatment with hydrogen bromide followed by a series of reductions.Similarly, D-lyxonolactone produces 2,3-dideoxy-D-glycero-pentono-1,4-lactone (29).