86408-07-3

Upstream product

• 2216-51-5 (-)-menthol 
• 693-13-0 diisopropyl-carbodiimide 

Downstream Products

• 4128-37-4 1,3-diisopropylurea 
• 50465-27-5 (1S,2S,5R)-1-(4-methoxybenzoyl)-2-(1-methylethyl)-5-methylcyclohexan-1-ol 
• 31481-49-9 (1S,2S,5R)-1-benzoyl-2-(1-methylethyl)-5-methylcyclohexan-1-ol 
• 5113-93-9 (1R)-trans-p-menth-2-ene 
• 619-52-3 (1R)-menth-3-ene 
• 27374-00-1 (1S,2S,5R)-1-(4-nitrobenzoyl)-2-(1-methylethyl)-5-methylcyclohexan-1-ol 
• 53273-24-8 (1S,2S,5R)-(+)-neomenthyl thiol 

Relevant academic research and scientific papers

Microwave-assisted ester formation using O-alkylisoureas: A convenient method for the synthesis of esters with inversion of configuration

(Chemical Equation Presented) The formation of carboxylic esters via reaction of carboxylic acids with O-alkylisoureas proceeds in excellent yields with very short reaction times when conducted in a monomode microwave synthesizer. Efficient processes were

Nucleophilic substitutions using O-alkyl-N,N'-dialkylisoureas. Applications to ephedrines

Dialkylcarbodiimides in the presence of a Cu(I) catalyst react cleanly with the hydroxyl group of N-methylated (1R,2S)-ephedrine and (1S,2S)-pseudoephedrine.These adducts react with nucleophiles like alkyl and aryl thiols as well as thioic acids and phthalimide to form the substitution products with overall retention of configuration.It is postulated that intramolecular paricipation of the amino group via an SN2 reaction leads to aziridium salts, which are subsequently opened by the nucleophiles via a second SN2 reaction.This synthetic approach is also useful for the inversion of simple secondary alcohols; on treatment with dicyclohexylcarbodiimide followed by benzothioic acid and treatment with LiAlH4, menthol was converted in good yield to neomenthane thiol.