tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

Base Information

Chemical Name:tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane
CAS No.:910215-28-0
Molecular Formula:C₂₂H₃₈O₄Si
Molecular Weight:394.627
Hs Code.:

Synonyms:tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

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Chemical Property of tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

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Technology Process of tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

There total 6 articles about tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]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:

: 910215-29-1
(2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde

: 1826-67-1
vinyl magnesium bromide

: 333-27-7
methyl trifluoromethanesulfonate

: 910215-28-0
tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

Guidance literature:: (2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde; vinyl magnesium bromide; With magnesium bromide; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h;

methyl trifluoromethanesulfonate; With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at 40 ℃; for 6h; Further stages.;
DOI:10.1055/s-2008-1032028

Reference yield:

: 910215-30-4
(4R,5R)-2-(4-methoxyphenyl)-5-methyl-4-vinyl-1,3-dioxane

: 910215-28-0
tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / DIBAL-H / CH₂Cl₂ / 2 h / -78 - 0 °C

2: 88 percent / imidazole / dimethylformamide / 12 h / 20 °C

3: 82 percent / OsO₄; NaIO₄; 2,6-lutidine / dioxane; H₂O / 3 h / 20 °C

4: 72 percent / MgBr₂*OEt₂ / CH₂Cl₂ / 2 h / 20 °C

5: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 6 h / Heating

With 1H-imidazole; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; 2,6-di-tert-butyl-4-methylpyridine; diisobutylaluminium hydride; magnesium bromide; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.06.082

Reference yield:

: 910215-31-5
(2R,3R)-3-(4-methoxybenzyloxy)-2-methylpent-4-en-1-ol

: 910215-28-0
tert-butyl[(2R,3S,4S)-4-methoxy-3-(4-methoxybenzyloxy)-2-methylhex-5-enyloxy]dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / imidazole / dimethylformamide / 12 h / 20 °C

2: 82 percent / OsO₄; NaIO₄; 2,6-lutidine / dioxane; H₂O / 3 h / 20 °C

3: 72 percent / MgBr₂*OEt₂ / CH₂Cl₂ / 2 h / 20 °C

4: 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 6 h / Heating

With 1H-imidazole; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; 2,6-di-tert-butyl-4-methylpyridine; magnesium bromide; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2006.06.082