73707-66-1

Upstream product

• 69992-13-8 (2S,3R)-2-methyl-6-oxo-3,6-dihydro-2H-pyran-3,5-diyl dibenzoate 
• 73707-65-0 (3R,4R,5R,6S)-6-methyl-2-oxo-4,5-diphenylcarbonyloxy-3H-4,5,6-trihydropyran-3-yl benzoate 
• 65-85-0 benzoic acid 
• 98-88-4 benzoyl chloride 
• 69992-12-7 (3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-3H-4,5,6-trihydropyran-2-one 

Relevant academic research and scientific papers

Ready conversion of sugar derived 5,6-dihydro-2-pyrones into 3-acyloxy- and 3-acylamido-2-pyrones

5-Acyloxy-5-acyloxymethyl-5,6-dihydro-2-pyrone derivatives (1a, b and 3b and 5-acyloxy-6-methyl-5,6-dihydro-2-pyrone (3a), obtained by acylation of 2-amino-2-deoxy-D-gluconic acid or L-rhamono- and D-glucono-1,5-lactones, react with tin(IV) chloride to gi

β-ELIMINATION IN ALDONOLACTONES. THE CONVERSION OF L-RHAMNONO-1,5-LACTONE INTO 3-BENZOYLOXY-6-METHYLPYRAN-2-ONE

Benzoylation of L-rhamnono-1,5-lactone (1) for 90 min at room temperature afforded 2,3,4-tri-O-benzoyl-L-rhamnono-1,5-lactone (2).When an excess of benzoyl chloride and pyridine was used for 20 h, with subsequent sublimation of benzoic acid from the mixture at 120 deg C in vacuo, a double elimination took place and 3-benzoyloxy-6-methylpyran-2-one (4) was isolated as the main product.The conversion of 1,2, and 2,4-di-O-benzoyl-3,6-dideoxy-L-erythro-hex-2-enono-1,5-lactone (3) into the pyran-4-one derivative 4 under different conditions was monitored chromatographically.