2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone

Base Information

• Chemical Name: 2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone
• CAS No.: 114942-87-9
• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.439

Synonyms:2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone

Chemical Property of 2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone

Chemical Property:

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Technology Process of 2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone

There total 2 articles about 2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-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:

1-(2,4,6-trimethoxyphenyl)ethanone (832-58-6) → 2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone (114942-87-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / triethylamine / 90 h / Heating

2: 1.) TiCl₄ 2.) H₂O / 1.) CH₂Cl₂, RT, 6.5 h

With water; titanium tetrachloride; triethylamine;

DOI:10.1021/jo00251a006

Reference yield:

(+-)-camphenilone (13211-15-9) + 1-<1-(trimethylsiloxy)vinyl>-2,4,6-trimethoxybenzene (114942-86-8) → 2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone (114942-87-9)

Guidance literature:

With water; titanium tetrachloride; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 6.5 h;

DOI:10.1021/jo00251a006

Reference yield: 75.9%

2-((1R,2R,4S)-2-Hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-1-(2,4,6-trimethoxy-phenyl)-ethanone (114942-87-9) → 2-[(1R,4S)-3,3-Dimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-1-(2,4,6-trimethoxy-phenyl)-ethanone (114942-89-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1.5h; Heating;

DOI:10.1021/jo00251a006

upstream raw materials:

(+-)-camphenilone

1-<1-(trimethylsiloxy)vinyl>-2,4,6-trimethoxybenzene

1-(2,4,6-trimethoxyphenyl)ethanone

Downstream raw materials:

1-(2-Hydroxy-4,6-dimethoxy-phenyl)-2-((1R,2R,4S)-2-hydroxy-3,3-dimethyl-bicyclo[2.2.1]hept-2-yl)-ethanone

2-[(1R,4S)-3,3-Dimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-1-(2,4,6-trimethoxy-phenyl)-ethanone

2-[(1R,4S)-3,3-Dimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-1-(2-hydroxy-4,6-dimethoxy-phenyl)-ethanone

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