(1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one

Base Information

• Chemical Name: (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one
• CAS No.: 86551-95-3
• Molecular Formula: C₂₇H₂₂O₂
• Molecular Weight: 378.47

Synonyms:(1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one

Chemical Property of (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one

Chemical Property:

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Technology Process of (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one

There total 3 articles about (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one 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: 83.0%

2,5-dimethyl-3,4-diphenylcyclopenta-2,4-dienone (26307-17-5) + 3,5-dimethyl-1-(2-oxo-2-phenylethyl)pyridin-1-ium bromide (56567-29-4) → (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one (86551-95-3)

Guidance literature:

With potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 110 ℃; for 4h;

DOI:10.1246/cl.1983.489

Reference yield: 15.0%

2,5-dimethyl-3,4-diphenylcyclopenta-2,4-dienone (26307-17-5) + 4-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide (7250-28-4) → (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one (86551-95-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 1h; Heating;

DOI:10.1246/cl.1983.489

Reference yield: 10.0%

2,5-dimethyl-3,4-diphenylcyclopenta-2,4-dienone (26307-17-5) + N-phenacylpyridinium bromide (16883-69-5) → (1S,5R,6S)-6-Benzoyl-1,3-dimethyl-4,5-diphenyl-bicyclo[3.1.0]hex-3-en-2-one (86551-95-3)

Guidance literature:

With potassium carbonate; In acetonitrile; for 1h; Heating;

DOI:10.1246/cl.1983.489

upstream raw materials:

2,5-dimethyl-3,4-diphenylcyclopenta-2,4-dienone

N-phenacylpyridinium bromide

4-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide

3,5-dimethyl-1-(2-oxo-2-phenylethyl)pyridin-1-ium bromide

Downstream raw materials:

(5'-Hydroxy-4',6'-dimethyl-[1,1';2',1'']terphenyl-3'-yl)-phenyl-methanone

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