67504-50-1

Upstream product

• 79400-45-6 (+)-(1'R,3'S,6'S)-methyl 3-(3'-acetoxy-6'-methoxycarbonyl-2',2',6'-trimethylcyclohexyl)propionate 
• 79435-15-7 (1R,3S,6S)-2,2,6-trimethyl-7-oxobicyclo<4.4.0>dec-3-yl acetate 
• 79400-42-3 (+)-(1R,3S,6S)-2,2,6-trimethyl-7-oxobicyclo<4.3.0>non-3-yl acetate 
• 79400-51-4 (-)-(5'S)-methyl 3-(5'-acetoxy-2',6',6'-trimethyl-1'-cyclohexenyl)propionate 
• 79400-50-3 3-((1R,3S,6S)-3-Acetoxy-6-hydroxy-2,2,6-trimethyl-cyclohexyl)-propionic acid methyl ester 
• 79400-48-9 (+)-(1S,6R,8S)-1,7,7-trimethyl-3-oxo-oxabicyclo<4.4.0>dec-8-yl acetate 
• 79400-43-4 Acetic acid (2S,4aS)-1,1,4a-trimethyl-5-oxo-1,2,3,4,4a,5,6,7-octahydro-naphthalen-2-yl ester 
• 79400-41-2 (+)-(3S,6S)-2,2,6-trimethyl-7-oxobicyclo<4.3.0>non-9-en-3-yl acetate 
• 79400-49-0 3-((1R,3S,6S)-3,6-Dihydroxy-2,2,6-trimethyl-cyclohexyl)-propionic acid methyl ester 
• 79400-54-7 3-((S)-5-Hydroxy-2,6,6-trimethyl-cyclohex-1-enyl)-propionic acid methyl ester 

Downstream Products

• 66465-76-7 (S)-2,9-diacetoxy-4,6,8-megastigmatriene 
• 66495-46-3 (2S,5R,6E,8E)-(+)-2,5-epoxy-6,8-megastigmadiene 
• 66465-62-1 (2S,5R,6Z,8E)-(+)-2,5-epoxy-6,8-megastigmadiene 
• 66465-83-6 (2S,6R,7S)-2,7-epoxy-dihydro-α-ionyl acetate 
• 66465-82-5 1-((1R,5S,7S)-2,8,8-Trimethyl-6-oxa-bicyclo[3.2.1]oct-2-en-7-yl)-propan-2-ol 
• 66465-77-8 (S)-4,6-megastigmadiene-2,9-diol 
• 66465-84-7 (2S,6R,7S,8E)-(+)-2,7-epoxy-4,8-megastigmadiene 
• 65351-92-0 (-)-(2S)-2-acetoxy-β-ionone 

Relevant academic research and scientific papers

Synthesis of (S)-2-Hydroxy-β-ionone, Employing (S)-3-Hydroxy-2,2-dimethylcyclohexanone as the Chiral Starting Material

(S)-2-Hydroxy-β-ionone of 96 percent e.e. was synthesized from (S)-3-hydroxy-2,2-dimethylcyclohexanone, which was easily obtained by the baker's yeast reduction of 2,2-dimethylcyclohexane-1,3-dione.

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).