(2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

Base Information

Chemical Name:(2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone
CAS No.:184485-57-2
Molecular Formula:C₂₁H₃₀O₅
Molecular Weight:362.466
Hs Code.:

Synonyms:(2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

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Chemical Property of (2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

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Technology Process of (2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

There total 1 articles about (2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone 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:

: 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

: 184485-57-2
(2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

Guidance literature:: Multi-step reaction with 2 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

With ammonia; lithium; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; water;
DOI:10.1021/jo961048r

Reference yield: 87.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 184485-57-2
(2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

: 184485-55-0
2-[(1S,3S)-3-(2,5-Dimethoxy-benzyl)-1,3-dimethyl-4-methylene-cyclohexyl]-2-methyl-[1,3]dioxolane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) room temperature, 60 min, 2.) reflux, 18 h;
DOI:10.1021/jo961048r

Reference yield:

: 184485-57-2
(2S,4S)-2-(2,5-Dimethoxy-benzyl)-2,4-dimethyl-4-(2-methyl-[1,3]dioxolan-2-yl)-cyclohexanone

: 2-((1R,2S,5S)-5-Isopropenyl-1,2,5-trimethyl-cyclohexylmethyl)-1,4-dimethoxy-benzene

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: 45 percent / 5percent HCl / tetrahydrofuran / 2 h / Ambient temperature

4: 81 percent / n-BuLi / dioxane; hexane / 1.) room temperature, 60 min, 2.) reflux, 48 h

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