616215-29-3

Upstream product

• 616215-36-2 (3R,4R,5S)-1,3,4,5-tetrakis(benzyloxy)-6-(tert-butyldiphenylsilyloxy)hexan-2-ol 
• 616215-38-4 5-azido-2,3,4,6-tetra-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-L-iditol 
• 617688-50-3 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-iditol 
• 616215-39-5 5-azido-2,3,4,6-tetra-O-benzyl-5-deoxy-L-idose 
• 78136-16-0 2,3,4,6-tetra-O-benzyl-D-glucitol 
• 76738-52-8 (2S,3R,4R,5S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)piperidine 
• 616215-28-2 (2S,3R,4R,5S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-1-chloro-piperidine 

Downstream Products

• 616215-30-6 (2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethyl-piperidine 
• 1426550-39-1 pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-L-glycero-D-idoheptonamide 
• 1426550-38-0 pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-L-glycero-D-guloheptonamide 
• 1426550-37-9 1,1,3,3-tetramethylbutyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-L-glycero-D-idoheptonamide 
• 1426550-36-8 1,1,3,3-tetramethylbutyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-L-glycero-D-guloheptonamide 
• 1426550-35-7 5-(adamantan-1-yl-methoxy)pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-L-glycero-D-idoheptonamide 
• 1426550-34-6 5-(adamantan-1-yl-methoxy)pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-imino-L-glycero-D-guloheptonamide 
• 1426550-32-4 pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-L-glycero-D-guloheptonamide 
• 1426550-33-5 pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-L-glycero-D-idoheptonamide 
• 1426550-30-2 1,1,3,3-tetramethylbutyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-en-imido)-L-glycero-D-guloheptonamide 
• 1426550-31-3 1,1,3,3-tetramethylbutyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-en-imido)-L-glycero-D-idoheptonamide 
• 1426550-28-8 5-(adamantan-1-yl-methoxy)pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-L-glycero-D-guloheptonamide 
• 1426550-29-9 5-(adamantan-1-yl-methoxy)pentyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-L-glycero-D-idoheptonamide 
• 616215-42-0 (2S,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-ethyl-piperidine 

Relevant academic research and scientific papers

The development of an aza-C-glycoside library based on a tandem staudinger/aza-wittig/ugi three-component reaction

We report the tandem Staudinger/aza-Wittig/Ugi three-component reaction mediated synthesis of a 64-member compound library of aza-C-glycosides. The library is composed of four pyrrolidine and three piperidine scaffolds, onto which a number of functional groups is grafted to form seven sublibraries. Variation in the library is achieved by transformation of two pentoses and a hexose into the corresponding 4-azidopentanal and 5-azidohexanal derivatives as precursors for the Staudinger/aza-Wittig process. Further variation is achieved by using different isocyanides as well as protective- and functional-group manipulations on the fully protected Ugi-3CR intermediates. Preliminary biological evaluation of the compound library revealed several low micromolar inhibitors of human acid glucosylceramidase.

Nitrogen inversion as a diastereomeric relay in azasugar synthesis: The first synthesis of adenophorine

A temperature-dependent relay of chirality is based on the inversion of the nitrogen lone pair in cyclic azasugars. Elimination from the conformation preferred at a given temperature leads to a cyclic imine, and in a subsequent nucleophilic attack the ste