162333-07-5

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 162428-42-4 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-D-glycero-D-gulo-heptitol 
• 162333-05-3 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-1-O-(methoxymethyl)-D-glycero-D-gulo-heptitol 
• 162333-06-4 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-D-xylo-2,6-heptodiulose 
• 182124-68-1 (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(tert-butyl-dimethyl-silanyloxymethyl)-piperidine 
• 182124-67-0 (3R,4S,5S)-1,3,4,5-Tetrakis-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-heptane-2,6-dione 
• 13096-62-3 (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one 
• 133191-78-3 3,4,5,7-tetra-O-benzyl-1-O-(methoxymethyl)-α-D-gluco-2-heptulopyranose 

Downstream Products

• 1054627-82-5 (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-piperidine 

Relevant academic research and scientific papers

Chemical synthesis of β-homonojirimycin, of its N-butyl derivative, and of 'methyl homoazacellobioside'

β-Homonojirimycin (2) was prepared by the highly stereoselective double reductive amination of a 2,6-heptodiulose derivative (6 or 13) using ammonium formate and NaBH3CN. The process was unsuccessful with primary amines. The synthesis of N-buty

Concise chemical synthesis of β-homonojirimycin and related compounds

β-Homonojirimycin 2 was prepared in 27% overall yield from tetra-O-benzyl-D-glucono-1,5-lactone by way of the double reductive amination of a 2,6-heptodiulose (7). This synthetic approach provided also access to the 1,N-anhydro derivative of 2, compound 3