200272-87-3

Upstream product

• 124-63-0 methanesulfonyl chloride 
• 161104-10-5 L-1-O-benzyl-5,6-O-cyclohexylidene-3-deoxy-chiro-inositol 
• 933-40-4 cycloxexanone dimethyl ketal 
• 100-39-0 benzyl bromide 
• 200272-72-6 methyl 6-chloro-3,4-O-cyclohexylidene-6-deoxy-β-D-galactopyranoside 
• 200272-77-1 methyl 2-O-benzyl-6-chloro-3,4-O-cyclohexylidene-6-deoxy-β-D-galactopyranoside 
• 156593-39-4 methyl 3,4-O-cyclohexylidene-β-D-galactopyranoside 
• 156593-31-6 methyl 6-bromo-3,4-O-cyclohexylidene-6-deoxy-β-D-galactopyranoside 
• 156593-34-9 L-1-O-benzyl-5,6-O-cyclohexylidene-3-deoxy-chiro-4-inosose 
• 156593-32-7 methyl 2-O-benzyl-6-bromo-3,4-O-cyclohexylidene-6-deoxy-β-D-galactopyranoside 
• 156593-33-8 methyl L-2-O-benzyl-3,4-O-cyclohexylidene-6-deoxy-β-arabino-hex-5-enopyranoside 
• 1824-94-8 methyl beta-D-galactopyranoside 

Relevant academic research and scientific papers

Stereoselective synthesis of 6-deoxy and 3,6-dideoxy-D-myo-inositol precursors of deoxy-myo-inositol phosphate analogues from D-galactose

The synthesis of chiral protected D-6-deoxy-myo-inositol derivatives from D-galactose is described. Ferrier rearrangement of hexenogalactopyranosides has been employed to produce the corresponding 6- deoxy-cyclohexanone polyols. The stereoselectivity of the carbocyclic transformation was discussed on the basis of the experimental data and a mechanism has been proposed. From deoxy-inososes, the access to a variety of 6-deoxy and 3,6-dideoxy-myo-inositol was performed to prepare suitable monool, diol and triol precursors for the synthesis of D-deoxy-myo-inositol phosphate analogues.