(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

Base Information

Chemical Name:(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone
CAS No.:160618-31-5
Molecular Formula:C₂₀H₂₄Br₂O₆S
Molecular Weight:552.281
Hs Code.:

Synonyms:(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

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Chemical Property of (1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

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Technology Process of (1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

There total 1 articles about (1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)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:

: Methanesulfonic acid 2,4-dibromo-6-[2-((1R,5S)-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-yl)-1-hydroxy-ethyl]-3,5-dimethoxy-phenyl ester

: 160618-31-5
(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 15 min; -78 deg C to 0 deg C, 2.) r.t., 90 min;
DOI:10.1021/jo00101a031

Reference yield: 74.0%

: 160618-31-5
(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

: 128260-43-5
(E)-(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-2-hydroxy-4,6-dimethoxyphenyl)ethanone

Guidance literature:: With sodium carbonate; In ethanol; at 70 ℃; for 0.333333h;
DOI:10.1021/jo00101a031

Reference yield:

: 160618-31-5
(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-4,6-dimethoxy-2-(methanesulfonyloxy)phenyl)ethanone

: 160618-28-0
(Z)-(1R)-2-(6,6-dimethylbicyclo<3.1.1>hept-2-ylidene)-1-(3,5-dibromo-2-hydroxy-4,6-dimethoxyphenyl)ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / Na₂CO₃ / aq. ethanol / 0.33 h / 70 °C

2: Na₂CO₃ / ethanol / other catalysts

3: 61 percent / n-BuLi / diethyl ether; hexane / 0.5 h / 0 °C

With n-butyllithium; sodium carbonate; sodium carbonate; In diethyl ether; ethanol; hexane;
DOI:10.1021/jo00101a031