86863-52-7

Upstream product

• 6493-77-2 methyl cyclohex-3-ene-1-carboxylate 
• 86863-49-2 methyl (1α,6α)-2β--7-oxabicyclo<4.1.0>hept-3-ene-4-carboxylate 
• 76985-85-8 methyl (1α,6α)-2β-hydroxy-7-oxabicyclo<4.1.0>hept-3-ene-4-carboxylate 
• 76947-26-7 (1R,2S,4S,7R)-3,8-Dioxa-tricyclo[5.1.0.0^2,4]octane-5-carboxylic acid methyl ester 
• 80631-85-2 methyl (1α,6α)-5β-<<1-(methoxycarbonyl)ethenyl>oxy>-7-oxabicyclo<4.1.0>hept-3-ene-3-carboxylate 

Relevant academic research and scientific papers

IMPROVED SYNTHESIS OF RACEMIC CHORISMIC ACID. CLAISEN REARRANGEMENT OF 4-EPI-CHORISMIC ACID AND DIMETHYL 4-EPI-CHORISMATE.

The total synthesis of racemic chorismic acid (1) in eleven steps (6% overall yield) from methyl cyclohex-1-ene-4-carboxylate (9) is described. Dimethyl 4-epi-chorismate (8) and 4-epi-chorismic acid (6) are prepared by similar procedures, and their rate of Claisen rearrangement is investigated. A convenient preparation of disodium prephenate (2) and disodium 4-epi-prephenate (5) from dimethyl chorismate (7) and 8, respectively, is described.