(R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

Base Information

Chemical Name:(R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane
CAS No.:1376331-23-5
Molecular Formula:C₂₂H₃₇BrO₃Si
Molecular Weight:457.523
Hs Code.:

Synonyms:(R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

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Chemical Property of (R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

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Technology Process of (R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

There total 8 articles about (R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)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: 85.0%

: 1376331-00-8
(R,E)-5-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-3-methylhept-2-en-1-ol

: 1376331-23-5
(R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

Guidance literature:: With 2,6-dimethylpyridine; carbon tetrabromide; triphenylphosphine; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;
DOI:10.1002/anie.201200871

Reference yield:

: (R)-ethyl 5-((tert-butyldimethylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-3-methylhept-2-enoate

: 1376331-23-5
(R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane / 0.5 h / -75 °C / Inert atmosphere

2: 2,6-dimethylpyridine; carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / -78 °C / Inert atmosphere

With 2,6-dimethylpyridine; carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In dichloromethane;
DOI:10.1002/anie.201200871

Reference yield:

: 195257-60-4
(2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane

: 1376331-23-5
(R,E)-((7-bromo-1-((4-methoxybenzyl)oxy)-5-methylhept-5-en-3-yl)oxy)(tertbutyl)dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: n-butyllithium

2: 2,6-dimethylpyridine

3: sodium methylate

4: copper(l) iodide; methylmagnesium bromide / -78 - -30 °C

5: diisobutylaluminium hydride

6: 2,6-dimethylpyridine; triphenylphosphine; carbon tetrabromide

With 2,6-dimethylpyridine; copper(l) iodide; n-butyllithium; carbon tetrabromide; methylmagnesium bromide; sodium methylate; diisobutylaluminium hydride; triphenylphosphine; 6: |Appel Halogenation;
DOI:10.2533/chimia.2013.227