1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

Base Information

Chemical Name:1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone
CAS No.:184485-52-7
Molecular Formula:C₂₀H₃₀O₃
Molecular Weight:318.456
Hs Code.:

Synonyms:1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

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Chemical Property of 1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

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Technology Process of 1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

There total 5 articles about 1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 45.0%

: 2-[(1S,3S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-2-methyl-[1,3]dioxolane

: 1-[(1S,3S,4R)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

: 184485-52-7
1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1021/jo961048r

Reference yield:

: 184485-56-1
(4S)-(+)-4-methyl-4-(2-methyl-1,3-dioxolan-2-yl)-2-methylenecyclohexanone

: 184485-52-7
1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: 39 percent / Li, NH₃(liquid) / tetrahydrofuran / 1.) -78 deg C to reflux; reflux, 1 h, 2.) reflux, 2 h

2: 87 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 60 min, 2.) reflux, 18 h

3: H₂ / Pd-C / triethylamine; methanol / 12 h / 760 Torr / Ambient temperature

4: 45 percent / 5percent HCl / tetrahydrofuran / 2 h / Ambient temperature

With hydrogenchloride; n-butyllithium; ammonia; hydrogen; lithium; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; triethylamine;
DOI:10.1021/jo961048r

Reference yield:

: 177570-14-8
(S)-2-((4S,6S)-4,6-Dimethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-4-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

: 184485-52-7
1-[(1S,3S,4S)-3-(2,5-Dimethoxy-benzyl)-1,3,4-trimethyl-cyclohexyl]-ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / K₂CO₃ / dioxane; H₂O / 12 h / Ambient temperature

2: 39 percent / Li, NH₃(liquid) / tetrahydrofuran / 1.) -78 deg C to reflux; reflux, 1 h, 2.) reflux, 2 h

3: 87 percent / n-BuLi / tetrahydrofuran; hexane / 1.) room temperature, 60 min, 2.) reflux, 18 h

4: H₂ / Pd-C / triethylamine; methanol / 12 h / 760 Torr / Ambient temperature

5: 45 percent / 5percent HCl / tetrahydrofuran / 2 h / Ambient temperature

With hydrogenchloride; n-butyllithium; ammonia; hydrogen; lithium; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water; triethylamine;
DOI:10.1021/jo961048r