40983-52-6

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

2-hydroxyl quinic acid synthesis method

The invention provides a 2-hydroxyl quinic acid synthesis method and relates to the technical field of biology. The synthesis method comprises the following steps: dissolving 3-coumaroyl-2-hydroxyl quinic acid in a reaction solvent, adding an alcoholic-alkaline solution for a 3-5 hours' reaction at negative 20 DEG C to negative 10 DEG C, and then continuing the reaction for 8-12 h at 0 to 4 DEG C to obtain a reaction mixed liquid; passing the reaction mixed liquid through an ion exchange column, and carrying out elution with water to obtain an eluent; and after the eluent is concentrated and dried, carrying out separation and purification by adopting a chromatographic separation method to obtain 2-hydroxyl quinic acid. According to the synthesis method, 2-hydroxyl quinic acid is synthesized by adopting 3-coumaroyl-2-hydroxyl quinic acid as a raw material; and the synthesis method has the advantages of being short in reaction step, convenient to operate, high in product purity and relatively high in synthesis yield.

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.