189152-02-1

Upstream product

• 189151-80-2 Benzoic acid (2S,3S,4S,5S)-4,5-dihydroxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 189151-69-7 Benzoic acid (2S,3R,6S)-6-ethoxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridin-3-yl ester 
• 189151-76-6 Benzoic acid (2S,3R)-2-methoxymethyl-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridin-3-yl ester 
• 189151-61-9 (2S,6S)-6-Ethoxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one 
• 189151-65-3 (2S,3S,6S)-6-Ethoxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridin-3-ol 
• 189151-58-4 (2S,6S)-6-Hydroxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one 
• 176209-06-6 (S)-1-(2-Furyl)-2-methoxy-N-tosylethylamine 
• 121564-33-8 N-tosylfurfurylamine 

Downstream Products

• 189152-08-7 Benzoic acid (2S,3S,4R,5S)-4,5-dihydroxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 189152-19-0 Benzoic acid (2S,3S,4R,5S)-4,5-diacetoxy-2-hydroxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 189152-14-5 Benzoic acid (2S,3S,4R,5S)-4,5-diacetoxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 

Relevant academic research and scientific papers

A new approach to 1-deoxy-azasugars: Asymmetric synthesis of 1-deoxymannojirimycin and 1-deoxyaltronojirimycin

A concise and flexible method, based upon the kinetic resolution of racemic α-furfuryl amine derivatives, for the asymmetric synthesis of 1-deoxy-azasugars is described. (-)-1-Deoxymannojirimycin 1a has been synthesized in nine steps (5.8% overall yield) from the α-furfurylamine derivative 3 and its enantiomer (+)-1-deoxymannojirimycin 1b has been similarly synthesized in nine steps (3.7% overall yield) from (S)-3. (-)- and (+)-1-Deoxyaltronojirimycin, 16a and 16b, have also been synthesized in five steps (overall yields 21.5% and 25.4%, respectively) from the intermediates 9a and 9b, respectively.