82939-66-0

Upstream product

• 58310-18-2 1,4-dihydro-2,6-dimethoxybenzoic acid 
• 74-88-4 methyl iodide 
• 1466-76-8 2-6-dimethoxybenzoic acid 
• 2065-27-2 methyl 2,6-dimethoxybenzoate 

Downstream Products

• 82939-67-1 methyl 1-(but-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate 
• 108161-77-9 methyl 2,6-dimethoxy-1-(3'-oxopentyl)-2,5-cyclohexadiene-1-carboxylate 
• 108161-90-6 2,6-Dimethoxy-1-(3-oxo-butyl)-cyclohexa-2,5-dienecarboxylic acid methyl ester 
• 82939-69-3 methyl 1-(2-ethylbut-1-en-4-yl)-2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate 
• 108161-73-5 methyl 6-hydroxy-2-oxo-6-cyclohexene-1-carboxylate 
• 856178-52-4 (2R,4aS,8aS)-hexahydro-4a-methyl-2-phenylbenzo[d][1,3]dioxin-5-one 
• 856178-55-7 (Z,2R,4aS,9aS)-4,4a,9,9a-tetrahydro-4a-methyl-2-phenylcyclohepta[d][1,3]dioxin-5(8H)-one 
• 619335-73-8 (2,6-dimethoxy-1-methylcyclohexa-2,5-dien-1-yl)methanol 
• 619335-75-0 (2R,3S)-3-hydroxy-2-hydroxymethyl-2-methylcyclohexanone 
• 619335-64-7 2-benzyloxymethyl-2-methylcyclohexane-1,3-dione 
• 619335-65-8 {[(2,6-dimethoxy-1-methylcyclohexa-2,5-dien-1-yl)methoxy]methyl}benzene 
• 619335-76-1 (1S,2S,3S)-3-benzyloxy-2-hydroxymethyl-2-methylcyclohexanol 
• 619335-71-6 (4aR,5S,8aS)-5-benzyloxy-hexahydro-2,2,4a-trimethylbenzo[d][1,3]dioxine 
• 82939-74-0 Acetic acid 2,6-dimethoxy-1-(3-methylene-pentyl)-cyclohexa-2,5-dienylmethyl ester 

Relevant academic research and scientific papers

Synthesis of Wieland-Miescher Ketone Analogues bearing an Angular Protected Hydroxymethyl Group

Wieland-Miescher ketone analogues (1) and (2), bearing an angular protected hydroxymethyl group, have been prepared by alkylation of the lithiated methyl 2,6-dimethoxycyclohexa-2,5-diene-1-carboxylate.

IMPROVED METHODS FOR THE REDUCTIVE ALKYLATION OF METHOXYBENZOIC ACIDS AND ESTERS: APPLICATION TO THE SYNTHESIS OF BICYCLIC KETONES

A series of methoxybenzoic acids and esters was reduced by metal-ammonia solutions and the resulting 1,4-dihydro products were either alkylated subsequently.Three different types of alkyl iodies were employed to introduce the elements of a butanone or pentanone side-chain as a prelude to adding a fused six-membered ring, thereby completing the preparation of several analogues of the Wieland-Miescher ketone 4a in which the angular substituent was oxygenated.

Synthesis and Absolute Stereochemistry of Optically Active Wieland-Miescher Ketone Analogues bearing an Angular Protected Hydroxymethyl Group

Four optically active Wieland-Miescher ketone analogues, bearing an angular protected hydroxymethyl group, have been synthesised through eight steps starting from 2,6-dimethoxybenzoic acid in good chemical and optical yields, and the absolute stereochemis