504397-87-9

Upstream product

• 356760-73-1 methyl (1R,3R,4R)-1-(tert-butyldimethylsilyloxy)-3,4-dihydroxycyclohex-5-ene-1-carboxylate 
• 356760-74-2 (1R,3R,4R)-1-(tert-butyldimethylsilyloxy)-4-hydroxycyclohex-5-ene-1,3-carbolactone 
• 105539-79-5 1(R)-4-exo-(benzoyloxy)-1-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-6-oxabicyclo<3.2.1>oct-2-en-7-one 
• 356760-82-2 (1R,2S,3S,4R,5R)-1-(tert-butyldimethylsilyloxy)-2,3,4-trihydroxycyclohexane-1,5-carbolactone 

Relevant academic research and scientific papers

Synthesis of polyhydroxycyclohexanes and relatives from (-)-quinic acid

An efficient and versatile strategy for the synthesis of polyhydroxycyclohexanes and related compounds 3-6 is reported. The successful synthesis of these analogues has been achieved from a common intermediate, quinic acid derived lactone 2, rapidly access

Synthesis of carba-sugars from (-)-quinic acid

(1S,2R,3R,4S,5R)- (3a) and (1S,2S,3S,4S,5R)-1,2,3,4,5-pentahydroxy-1-hydroxymethylcyclohexane (4a), (1R,2R,3R,4S,5R)- (3b) and (1R,2S,3S,4S,5R)-1,2,3,4,5-pentahydroxycyclohexan-1-carboxylic acid (4b) are reported. The syntheses exploit the diastereoselective oxidation of the 5,6-double bond of the quinic acid-derived lactone 2 with osmium tetroxide.