564-76-1

Upstream product

• 72074-86-3 (+-)-4t-(2,5t,6,6-Tetramethyl-cyclohex-2-en-r-yl)-but-3-en-2-on 
• 202481-73-0 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-3-buten-2-one 

Downstream Products

• 202481-73-0 4-(2,5,6,6-tetramethyl-2-cyclohexen-1-yl)-3-buten-2-one 
• 35124-13-1 (+)-(2R:6S)-cis-α-irone 
• 89888-03-9 (E,2S,6R)-(-)-cis-α-irone 
• 307523-12-2 (-)-(2S,6R,9R)-cis-α-irol 
• 307500-74-9 4-Nitro-benzoic acid (E)-(R)-1-methyl-3-((1R,5S)-2,5,6,6-tetramethyl-cyclohex-2-enyl)-allyl ester 

Relevant academic research and scientific papers

Acetylation of racemic cis- and trans-α-irols, mediated by Porcine Pancreatic Lipase (PPL) - A new route to (-) and (+)-cis-α-irone

The mixture of the four racemic stereoisomers of α-irol (5-8) was submitted to PPL-mediated acetylation; cis-α-irol 8b was converted more quickly than any other diastereoisomer and in enantiopure fashion. By chance, this latter derivative was the precursor of (-)-cis-α-irone, the stereoisomer showing the strongest Orris butter character. Suitable manipulation of the material left changed by PPL provided (+)-cis-α-irone. PPL's mode of transformation of epoxy trans- and cis-α-irols was investigated, in order to ascertain the effect of chemical structure on the discriminating properties of this enzyme.