596834-80-9

Upstream product

• 137501-12-3 (3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol 
• 596834-82-1 (2'S,3'S,3R,4R,5S,6S)-1-bromo-3-O-benzyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-acetylcyclohex-1-ene-3,4,5,6-tetraol 
• 67-56-1 methanol 
• 431-03-8 dimethylglyoxal 
• 596834-79-6 (3R,4R,5S,6S)-1-bromo-3-benzyloxy-4-hydroxy-5,6-(isopropylidenedioxy)cyclohex-1-ene 

Downstream Products

• 701211-75-8 (2'S,3'S,3R,4R,5R,6S)-1-iodo-3-O-benzyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-cyclohex-1-ene-3,4,5,6-tetraol 
• 596834-81-0 (2'S,3'S,4R,5R,6S)-2-bromo-4-O-benzyl-5-O,6-O-(2',3'-dimethoxybutane-2',3'-diyl)cyclohex-2-en-1-one-3,4,5-triol 
• 596834-82-1 (2'S,3'S,3R,4R,5S,6S)-1-bromo-3-O-benzyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-O-acetylcyclohex-1-ene-3,4,5,6-tetraol 
• 701211-79-2 (2'S,3'S,3R,4R,5S)-1-methoxycarbonyl-3-O-benzyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-6,6-difluoro-cyclohex-1-ene-3,4,5-triol 
• 701211-78-1 (2'S,3'S,3R,4R,5S)-1-iodo-3-O-benzyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-6,6-difluoro-cyclohex-1-ene-3,4,5-triol 
• 701211-81-6 (2'S,3'S,3R,4R,5S,6S)-1-methoxycarbonyl-3-O-benzyl-4-O,5-O-(2',3'-dimethoxy-butane-2',3'-diyl)-6-fluoro-cyclohex-1-ene-3,4,5-triol 
• 701211-80-5 (2'S,3'S,3R,4R,5S,6R)-1-iodo-3-O-benzyl-4-O,5-O-(2',3'-dimethoxybutane-2',3'-diyl)-6-fluoro-cyclohex-1-ene-3,4,5-triol 
• 701211-76-9 (2'S,3'S,4R,5R,6S)-2-iodo-4-O-benzyl-5-O,6-O-(2',3'-dimethoxybutane-2',3'-diyl)-cyclohex-2-en-1-one-4,5,6-triol 

Relevant academic research and scientific papers

Difluorinated analogues of shikimic acid

Investigations into the quinate to shikimate transformation have been carried out, the results of which have been exploited in the synthesis of a novel difluoromethylene homologue of shikimic acid from (-)-quinic acid. Martin's sulfurane {Ph2S[OC(CF3)2Ph]2} was the reagent of choice for the key dehydration step of this synthesis. The results of investigations into the synthesis of the important natural product analogue, 6,6-difluoroshikimic acid are also reported.