(2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde

Base Information

Chemical Name:(2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde
CAS No.:910215-29-1
Molecular Formula:C₁₉H₃₂O₄Si
Molecular Weight:352.546
Hs Code.:

Synonyms:(2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde

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Chemical Property of (2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde

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Technology Process of (2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde

There total 3 articles about (2S,3R)-4-(tert-butyldimethylsiloxy)-2-(4-methoxybenzyloxy)-3-methylbutyraldehyde 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: 82.0%

: 910215-32-6
tert-butyl[(2R,3R)-3-(4-methoxybenzyloxy)-2-methylpent-4-enyloxy]dimethylsilane

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

Guidance literature:: With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; In 1,4-dioxane; water; at 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2006.06.082

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; diisobutylaluminium hydride; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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