(-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

Base Information

Chemical Name:(-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one
CAS No.:197306-26-6
Molecular Formula:C₁₇H₁₉BrO
Molecular Weight:319.241
Hs Code.:

Synonyms:(-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

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Chemical Property of (-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

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Technology Process of (-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

There total 1 articles about (-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-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: 67.7%

: (1R,4R)-8-Methoxy-1,8-dimethyl-6-o-tolyl-bicyclo[2.2.2]oct-5-en-2-one

: 197306-26-6
(-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

Guidance literature:: With boron tribromide; In dichloromethane; at -30 ℃; for 1.5h;
DOI:10.1021/jo9703360

Reference yield: 40.0%

: 78-94-4,25038-87-3
methyl vinyl ketone

: 197306-26-6
(-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

: 197306-29-9
(+)-(1R,2R,3R,4S,6R,7R)-1,6-dimethyl-4-acetyl-2-(2-methylphenyl)tricyclo[4.3.1.0^3,7]decan-9-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1h; Heating;
DOI:10.1021/jo9703360

Reference yield:

: 197306-26-6
(-)-(1R,4R,8S)-8-bromo-1,8-dimethyl-6-(2-methylphenyl)bicyclo[2.2.2]oct-5-en-2-one

: (1R,2S,3aR,5R,7aR,8R)-2-Isopropyl-3a,5-dimethyl-8-o-tolyl-octahydro-1,5-methano-inden-6-one

Guidance literature:: Multi-step reaction with 4 steps

1: 38 percent / Bu₃SnH, AIBN / benzene / 1 h / Heating

2: 60 percent / diethyl ether; benzene / 4 h / Heating

3: 85 percent / p-toluenesulfonic acid / benzene / 0.5 h / Heating

4: 92 percent / H₂ / Pd/C / ethanol / 20 h / 2068.6 Torr

With 2,2'-azobis(isobutyronitrile); hydrogen; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In diethyl ether; ethanol; benzene;
DOI:10.1021/jo9703360