356760-75-3

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 100-39-0 benzyl bromide 
• 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 
• 356760-73-1 methyl (1R,3R,4R)-1-(tert-butyldimethylsilyloxy)-3,4-dihydroxycyclohex-5-ene-1-carboxylate 
• 216662-57-6 (1S,3R,4R,5R)-3,4-O-Benzylidene-1,3,4-trihydroxy-6-oxabicyclo<3.2.1>octan-7-one 
• 77-95-2 D-(-)-quinic acid 
• 100-52-7 benzaldehyde 

Downstream Products

• 227002-11-1 (1R,4R,5R)-1,4,5-Trihydroxy-cyclohex-2-enecarboxylic acid 
• 227002-10-0 (1R,4R,5R)-1,4,5-Trihydroxy-cyclohex-2-enecarboxylic acid methyl ester 
• 13019-10-8 3-deoxyquinic acid 
• 832720-22-6 (1R,4R,5R)-4-Benzyloxy-1-hydroxy-6-oxa-bicyclo[3.2.1]oct-2-en-7-one 

Relevant academic research and scientific papers

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.