389092-27-7

Upstream product

• 372109-60-9 (2S)-1-[(1R,2S)-trans-2-(α-cumyl)cyclohexyloxycarbonyl]-2-(benzyloxymethyl)-5-(triisopropylsilyl)-2,3-dihydro-4-pyridone 
• 372109-61-0 (2S)-2-(benzyloxymethyl)-2,3-dihydro-4-pyridone 
• 501-53-1 benzyl chloroformate 
• 126378-42-5 4-methoxy-3-(trisopropylsilyl)pyridine 
• 546-67-8 lead(IV) tetraacetate 
• 389092-25-5 2-benzyloxymethyl-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 

Downstream Products

• 389092-28-8 (2R,3R,4R)-2-Benzyloxymethyl-3,4-dihydroxy-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 
• 14199-63-4 1-deoxymannojirimycin 
• 19130-96-2 1,5-dideoxy-1,5-imino-D-glucitol 
• 389092-26-6 (2R,3R)-2-Benzyloxymethyl-3-hydroxy-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Enantiopure 2,3-dihydro-4-pyridones as synthetic intermediates: Asymmetric synthesis of 1-deoxynojirimycin

An asymmetric synthesis of 1-deoxynojirimycin (2) mediated by a chiral auxiliary is reported. The dihydropyridone 4 was converted to diol 11 in three steps by acetoxylation, hydrolysis, and stereoselective reduction. Dihydroxylation of 11 followed by catalytic reduction afforded 2.