179738-32-0

Upstream product

• 40983-58-2 methyl shikimate 

Downstream Products

• 78844-86-7 methyl 3(R),4(R)-epoxy-5(R)-hydroxy-1-cyclohexene-1-carboxylate 
• 171963-38-5 methyl [3S-(3α,4β,5α)]-3,4,5-trihydroxy-1-cyclohexene-1-carboxylate 
• 171963-37-4 3(S),4(S),5(R)-trihydroxy-1-cyclohexene-1-carboxylic acid 
• 179738-34-2 (1R,5R,6S)-5-Benzoyloxy-7-oxa-bicyclo[4.1.0]hept-2-ene-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthesis of (3R)- and (3S)-fluoro-(4R,5R)-dihydroxy-1-cyclohexene-1- carboxylic acids: The (3R)- and (3S)-fluoro analogues of (-)-shikimic acid

(3R)-and (3S)-Fluoro-(4R,5R)-dihydroxy-1-cyclohexene-1-carboxylic acids (the (3R)- and (3S)-fluoro analogues of (-)-shikimic acid) have been synthesised from (-)-shikimic acid via an intermediate epoxide (a fungal metabolite from Chalara microspora) that

The shikimate pathway. Part 9. Halogenation at C-3 of the shikimate nucleus

The use of (-)-shikimic acid as starting material in the syntheses of a series of C-3 halogenated derivatives including the analogous 3α- and 3β-fluoro and 3β-chloro acids is described together with the first stereospecific synthesis of (-)-3-epi-shikimic acid directly from the parent acid.