86863-49-2

Upstream product

• 6773-29-1 dimethyl diazomalonate 
• 76947-23-4 methyl (1β,6β)-2β-hydroxy-7-oxabicyclo<4.1.0>hept-3-ene-4-carboxylate 

Downstream Products

• 80631-86-3 methyl (3β,4β,5β)-3-<<1-(methoxycarbonyl)ethenyl>oxo>-4-hydroxy-5-(phenylseleno)-1-cyclohexene-1-carboxylate 
• 86863-50-5 (3R,4R,5R)-3-(1-Carboxy-vinyloxy)-4-hydroxy-5-phenylselanyl-cyclohex-1-enecarboxylic acid 
• 61414-71-9 dimethyl 4-epi-chorismate 
• 617-12-9 4-epi-chorismic acid 
• 86863-52-7 (3R,4R,5S)-5-Hydroxy-3-(1-methoxycarbonyl-vinyloxy)-4-phenylselanyl-cyclohex-1-enecarboxylic acid methyl ester 
• 60311-19-5 disodium 4-epi-prephenate 
• 80631-86-3 (3S,4R,5R)-4-Hydroxy-3-(1-methoxycarbonyl-vinyloxy)-5-phenylselanyl-cyclohex-1-enecarboxylic acid methyl ester 
• 86863-50-5 (3β,4α,5β)-3-<(1-carboxyethenyl)oxy>-4-hydroxy-5-(phenylseleno)-1-cyclohexene-1-carboxylic acid 
• 80631-87-4 dimethyl chlorismate 
• 61414-72-0 (+/-)-chorismic acid 
• 99-76-3 methyl 4-hydroxylbenzoate 

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.