((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane
CAS No.:1392307-53-7
Molecular Formula:C₂₆H₄₃BrO₂Si
Molecular Weight:495.616
Hs Code.:

Synonyms:((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

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Chemical Property of ((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

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Technology Process of ((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

There total 8 articles about ((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane 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: 95.0%

: 1392307-52-6
(4R,5R,6R,(E))-4-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-6,10-dimethylundeca-2,9-dien-1-ol

: 1392307-53-7
((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;
DOI:10.1002/anie.201108223

Reference yield:

: 1392307-50-4
(2R,3R,4R)-2-(benzyloxy)-3-(tert-butyldimethylsilyloxy)-4,8-dimethylnon-7-en-1-ol

: 1392307-53-7
((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: Dess-Martin periodane / dichloromethane / 2.5 h / 20 °C

2: dichloromethane / 20 h

3: diisobutylaluminium hydride / diethyl ether; toluene / -40 °C / Inert atmosphere

4: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

With carbon tetrabromide; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; In diethyl ether; dichloromethane; toluene; 1: Dess-Martin oxidation / 2: Wittig reaction;
DOI:10.1002/anie.201108223

Reference yield:

: 1392307-51-5
(4R,5R,6R,(E))-ethyl 4-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-6,10-dimethylundeca-2,9-dienoate

: 1392307-53-7
((4R,5R,6R,(E))-4-(benzyloxy)-1-bromo-6,10-dimethylundeca-2,9-dien-5-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / diethyl ether; toluene / -40 °C / Inert atmosphere

2: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

With carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In diethyl ether; dichloromethane; toluene;
DOI:10.1002/anie.201108223