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

Base Information

Chemical Name:(R,E)-7-{[(tert-butyldimethylsilyl)oxy]-2-[4-methoxybenzyl]oxy}-2,4,4-trimethylhept-5-en-1-ol
CAS No.:1309113-24-3
Molecular Formula:C₂₄H₄₂O₄Si
Molecular Weight:422.681
Hs Code.:

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

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Chemical Property of (R,E)-7-{[(tert-butyldimethylsilyl)oxy]-2-[4-methoxybenzyl]oxy}-2,4,4-trimethylhept-5-en-1-ol

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Technology Process of (R,E)-7-{[(tert-butyldimethylsilyl)oxy]-2-[4-methoxybenzyl]oxy}-2,4,4-trimethylhept-5-en-1-ol

There total 17 articles about (R,E)-7-{[(tert-butyldimethylsilyl)oxy]-2-[4-methoxybenzyl]oxy}-2,4,4-trimethylhept-5-en-1-ol 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: 89.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 1309113-23-2
(R,E)-7-[(tert-butyldimethylsilyl)oxy]-2,4,4-trimethylhept-5-ene-1,2-diol

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

Guidance literature:: p-Anisaldehyde dimethyl acetal; (R,E)-7-[(tert-butyldimethylsilyl)oxy]-2,4,4-trimethylhept-5-ene-1,2-diol; In dichloromethane; at 20 ℃; for 2h;

With diisobutylaluminium hydride; In toluene; at -78 - 20 ℃;
DOI:10.1021/ol403441c

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With lithium aluminium tetrahydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/anie.201006880

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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