326907-23-7

Upstream product

• 922-67-8 propynoic acid methyl ester 
• 108448-46-0 (-)-(S)-2,2,4-trimethyl-3-cyclohexene-1-methanol 
• 55695-33-5 (2,2,4-trimethyl-3-cyclohexen-1-yl)methanol 
• 127075-63-2 Acetic acid (S)-2,2,4-trimethyl-cyclohex-3-enylmethyl ester 
• 127075-63-2 acetic acid-(2,2,4-trimethyl-cyclohex-3-enylmethyl ester) 

Downstream Products

• 326907-31-7 (E)-3-((1R,3S)-3-Hydroxymethyl-2,2-dimethyl-6-methylene-cyclohexyl)-acrylic acid 
• 326907-26-0 (E)-3-((1R,5S)-5-Hydroxymethyl-2,6,6-trimethyl-cyclohex-2-enyl)-acrylic acid 
• 326907-32-8 (E)-3-((1R,3S)-2,2,3-Trimethyl-6-methylene-cyclohexyl)-acrylic acid 
• 139406-58-9 (E)-3-((1R,5S)-2,5,6,6-Tetramethyl-cyclohex-2-enyl)-acrylic acid 
• 89888-03-9 (E,2S,6R)-(-)-cis-α-irone 

Relevant academic research and scientific papers

Synthesis of both enantiomers of cis-α-irone and cis-γ-irone, principal constituents of iris oil, via resolution of (±)-2,2,4-trimethyl-3-cyclohexene-1-carboxylic acid

The principal constituents of iris oil, (-)-cis-α-irone and (-)-cis-γ-irone, and their enantiomers, were synthesized from (-)- and (+)-2,2,4-trimethyl-3-cyclohexene-1-carboxylic acids. The racemic acid was resolved by recrystallization of its salt with a chiral amine, or by enzymatic hydrolysis of the corresponding alcohol. The fragrances of (-)-(1R,5S)-cis-α-irone and (-)-(1R,5S)-cis-γ-irone were superior to those of (+)-(1S,5R)-cis-α-irone and (+)-(1S,5R)-cis-γ-irone. Copyright (C) 2000 Elsevier Science Ltd.