Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-3-(3-methyl-4-pentenyl) -, phenylmethyl ester

Base Information

Chemical Name:Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-3-(3-methyl-4-pentenyl) -, phenylmethyl ester
CAS No.:87598-83-2
Molecular Formula:C29H42O3Si
Molecular Weight:466.736
Hs Code.:

Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid,
1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-3-(3-methyl-4-pentenyl)
-, phenylmethyl ester

Synonyms:

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Chemical Property of Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-3-(3-methyl-4-pentenyl) -, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-3-(3-methyl-4-pentenyl) -, phenylmethyl ester

There total 4 articles about Bicyclo[2.2.2]octa-2,5-diene-2-carboxylic acid, 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-3-(3-methyl-4-pentenyl) -, phenylmethyl ester 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: 98.0%

: 87598-81-0
3-bromo-1-<(tert-butyldimethylsilyl)oxy>-2-(carbobenzyloxy)-6-methylbicyclo<2.2.2>octadiene

: 34164-51-7
3(S)-methyl-5-pentenylmagnesium bromide

: 87598-83-2
1-<(tert-butyldimethylsilyl)oxy>-2-(carbobenzyloxy)-6-methyl-3-<3(S)-methyl-4-pentenyl>bicyclo<2.2.2>octadiene

Guidance literature:: With copper diacetate; In diethyl ether; 1.) -35 to -25 deg C, 30 min, 2.) to room temp., 30 min;
DOI:10.1021/jo00174a008

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 87598-83-2
1-<(tert-butyldimethylsilyl)oxy>-2-(carbobenzyloxy)-6-methyl-3-<3(S)-methyl-4-pentenyl>bicyclo<2.2.2>octadiene

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / potassium hydride / tetrahydrofuran / 1.) 35 deg C, 2.) room temp., 5 min

2: 54 percent / pyrogallol / 12 h / Ambient temperature

3: 98 percent / cupric acetate monohydrate / diethyl ether / 1.) -35 to -25 deg C, 30 min, 2.) to room temp., 30 min

With copper diacetate; potassium hydride; 2-hydroxyresorcinol; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00174a008

Reference yield:

: 87598-76-3
bromopropynoic acid benzyl ester

: 87598-83-2
1-<(tert-butyldimethylsilyl)oxy>-2-(carbobenzyloxy)-6-methyl-3-<3(S)-methyl-4-pentenyl>bicyclo<2.2.2>octadiene

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / pyrogallol / 12 h / Ambient temperature

2: 98 percent / cupric acetate monohydrate / diethyl ether / 1.) -35 to -25 deg C, 30 min, 2.) to room temp., 30 min

With copper diacetate; 2-hydroxyresorcinol; In diethyl ether;
DOI:10.1021/jo00174a008