(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

Base Information

Chemical Name:(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal
CAS No.:1309113-25-4
Molecular Formula:C₂₄H₄₀O₄Si
Molecular Weight:420.665
Hs Code.:

Synonyms:(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

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Chemical Property of (R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

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Technology Process of (R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

There total 17 articles about (R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal 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: 86.0%

: 1309113-24-3
(R,E)-7-{[(tert-butyldimethylsilyl)oxy]-2-[4-methoxybenzyl]oxy}-2,4,4-trimethylhept-5-en-1-ol

: 1309113-25-4
(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

Guidance literature:: With sodium hydrogencarbonate; Dess-Martin periodane; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1002/anie.201006880

Reference yield:

: 1309113-16-3
(E)-7-[(tert-butyldimethylsilyl)oxy]-4,4-dimethyl-2-methylenehept-5-en-1-ol

: 1309113-25-4
(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

Guidance literature:: Multi-step reaction with 5 steps

1: titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate / decane; dichloromethane / 20 h / -25 °C / Molecular sieve; Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

3: triethylamine / dichloromethane / 2 h / 20 °C

4: diisobutylaluminium hydride / toluene / -78 - 20 °C / Inert atmosphere

5: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 0 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; diethyl (2S,3S)-tartrate; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; decane; dichloromethane; toluene;
DOI:10.1002/anie.201006880

Reference yield:

: 1309113-21-0
(R,E)-(2-{5-[(tert-butyldimethylsilyl)oxy]-2,2-dimethylpent-3-en-1-yl}oxiran-2-yl)methanol

: 1309113-25-4
(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2-[(4-methoxybenzyl)oxy]-2,4,4-trimethylhept-5-enal

Guidance literature:: Multi-step reaction with 4 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2: triethylamine / dichloromethane / 2 h / 20 °C

3: diisobutylaluminium hydride / toluene / -78 - 20 °C / Inert atmosphere

4: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 0 °C

With lithium aluminium tetrahydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/anie.201006880