176209-10-2

Upstream product

• 176209-08-8 (2R,6R)-N-Tosyl-6-hydroxy-2-methoxymethyl-1,2,3,6-tetrahydropyridin-3-one 
• 176209-07-7 1-(2-Furyl)-2-methoxy-N-tosylethylamine 
• 121564-33-8 N-tosylfurfurylamine 
• 176209-09-9 (2R,6R)-N-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydropyridin-3-one 

Downstream Products

• 176209-11-3 (2R,3S,6R)-1-Tosyl-6-ethoxy-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate 
• 14199-63-4 1-deoxymannojirimycin 
• 176209-12-4 (2R,3S)-1-Tosyl-2-methoxymethyl-1,2,3,6-tetrahydro-3-pyridyl benzoate 
• 176209-13-5 (2R,3S,4R,5R)-1-Tosyl-4,5-dihydroxy-2-methoxymethyl-3-piperidyl benzoate 
• 176209-15-7 (2R,3S,4R,5R)-1-Tosyl-4,5-diacetoxy-2-hydroxymethyl-3-piperidyl benzoate 
• 176209-14-6 (2R,3S,4R,5R)-1-Tosyl-4,5-diacetoxy-2-methoxymethyl-3-piperidyl benzoate 
• 189151-37-9 Benzoic acid (2R,3R,4S,5R)-4,5-dihydroxy-2-methoxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 189151-32-4 Benzoic acid (3aR,6R,7R,7aS)-6-methoxymethyl-2,2-dioxo-5-(toluene-4-sulfonyl)-hexahydro-1,3-dioxa-2λ⁶-thia-5-aza-inden-7-yl ester 
• 189151-46-0 Benzoic acid (2R,3R,4S,5R)-4,5-diacetoxy-2-hydroxymethyl-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 189151-42-6 Benzoic acid (2R,3R,4S,5R)-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.

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

A concise and flexible method based upon the kinetic resolution of the α-furfurylamine derivative (3) for asymmetric synthesis of 1-deoxy-azasugars has been provided and deoxymannojirimycin (2) has been synthesized.