80675-62-3

Upstream product

• 34340-09-5 3,4-di-O-benzoyl-6-deoxy-6-iodo-2-O-p-toluenesulfonyl-α-D-glucopyranoside 

Downstream Products

• 88203-83-2 (3E,5S,6S,7R)-6,7-dibenzoyloxy-5-tosyloxynona-3,8-dien-2-one 
• 88204-03-9 Benzoic acid (2E,4E)-(R)-6-oxo-3-(toluene-4-sulfonyloxy)-1-vinyl-hepta-2,4-dienyl ester 
• 88204-04-0 (6R,7R)-6,7-dibenzoyloxynonan-2-one 
• 80675-63-4 (1R)-2-endo,3-exo-dibenzoyloxy-4-endo-hydroxymethyl-N-methyl-6-azabicyclo<3.1.0>hexane 
• 80675-64-5 (3R,4R,5R)-3,4-dibenzoyloxy-5-(hydroxymethyl)cyclopent-1-ene 
• 540776-13-4 (1R)-2-endo,3-exo-2,3-bis(benzoyloxy)-N-benzyl-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane 
• 540776-14-5 (1R)-N-benzyl-2-endo,3-exo-2,3-dihydroxy-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane 
• 540776-09-8 (1R)-2-endo,3-exo-2,3-dihydroxy-4-endo-4-hydroxymethyl-6-azabicyclo[3.1.0]hexane 
• 540776-12-3 (1R,5R)-6-exo,7-endo-6,7-bis(benzoyloxy)-N-benzyl-8-exo-8-toluene-p-sulfonyloxy-3-oxa-2-azabicyclo[3.3.0]octane 
• 80685-07-0 (1R,5R)-6-exo,7-endo-dibenzoyloxy-N-methyl-8-exo-tosyloxy-3-oxa-2-azabicyclo<3.3.0>octane 

Relevant academic research and scientific papers

A General Route to Optically Pure Prostaglandins from a D-Glucose Derivative

The epoxy-lactone (14), which is a key intermediate in one synthetic route to prostaglandins, has been prepared from a readily available D-glucose derivative.

Aziridines as a structural motif to conformational restriction of azasugars.

In order to investigate the hypothesis that the glycosidase inhibitor isofagomine was bound to alpha- or beta-glucosidase in a 1,4B conformation, a number of bicyclic aziridines that adopt the 1,4B or B1,4 conformations were synthesised and investigated. (1R)-2-endo,3-exo-2,3-Dihydroxy-4-endo-4-hydroxymethyl-6- azabicyclo[3.1.0]hexane (5) and its N-methyl and N-benzyl analogues and (1S)-2-exo-3-endo-2,3-dihydroxy-4- endo-4-hydroxymethyl-6-azabicyclo-[3.1.0]hexane (6) were synthesised. The aziridines 5 and 6 were found to be weak or not inhibitors of alpha-glucosidase, beta-glucosidase and alpha-fucosidase.

Functionalised Carbocycles from Carbohydrates. Part 2. The Synthesis of 3-Oxa-2-azabicyclooctanes. X-Ray Crystal Structure of (1R,5S)-6-exo,7-endo,8-exo-Triacetoxy-N-methyl-4-endo-phenylthio-3-oxa-2-azabicyclooctane

Treatment of various 6-bromo-6-deoxy- and 6-deoxy-6-iodo-D-glucopyranosyl compounds with zinc in ethanol affords acyclic 5,6-dideoxy-D-xylo-hex-5-enoses which have been converted into 3-oxa-2-azabicyclooctanes containing functional groups which per

Unsaturated Carbohydrates. Part 25. Abbreviated Synthesis of the Insect Pheromone (+)-exo-Brevicomin from a Nona-3,8-dienulose Derivative

The insect pheromone (+)-exo-brevicomin (9) has been synthesised from the methyl 6-deoxy-6-iodo-α-D-glucopyranoside derivative (1) in 54percent yield by way of the dienone (5) from which the ketone (7) was obtained by concurrent hydrogenation of the doubl