79400-60-5

Upstream product

• 473-67-6 trans-verbenol 
• 108394-25-8 (+)-Essigsaeure-(cis-pin-3-en-2-yl)ester 
• 19890-04-1 (-)-Essigsaeure-(trans-verbenyl)ester 

Downstream Products

• 108448-46-0 (-)-(S)-2,2,4-trimethyl-3-cyclohexene-1-methanol 
• 79400-63-8 (+)-(1S,5S)-5-hydroxy-4,6,6-trimethyl-3-cyclohexenyl formate 

Relevant academic research and scientific papers

C45- and C50-Carotenoids: Synthesis of Optically Active Cyclic C20-Building Blocks and of (2R,2'R)-2,2'-Bis(4-hydroxy-3-methyl-2-butenyl)-β,β-carotene ( =C.p. 450)

The synthesis of the optically active C20-building blocks (R)-26 and (R)-39 and of the optically active cyclic C50-carotenoid C.p. 450 (3) starting from (-)-β-pinene is reported.

Proof of the Absolute Configuration of (-)-(S)-2-hydroxy-β-ionone by Correlation with Ursolic Acid with (-)-trans-Verbenol

(-)-(S)-2-Hydroxy-β-ionone (33), (+)-(2S,6S)-2-hydroxy-α-ionone (34), and their acetates 35 and 36 have been synthesized from (+)-(S)-6-methylbicyclonon-1-ene-3,7-dione (3).The key intermediate (+)-(1R,3S,6S)-2,2,6-trimethyl-7-oxobicyclonon-3-yl acetate (7) was correlated with a degradation product of the pentacyclic triterpene ursolic acid (16).Compound 33 was also synthesized by an alternative route starting from (-)-trans-verbenol (42).