(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

Base Information

Chemical Name:(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al
CAS No.:1274953-67-1
Molecular Formula:C₂₇H₅₀O₅Si₂
Molecular Weight:510.862
Hs Code.:

Synonyms:(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

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Chemical Property of (3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

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Technology Process of (3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

There total 6 articles about (3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al 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%

: 1274953-81-9
(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-1-(4-methoxy-benzyloxy)-oct-7-ene

: 1274953-67-1
(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

Guidance literature:: With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; In 1,4-dioxane; water; tert-butyl alcohol; for 5h; Inert atmosphere;
DOI:10.1021/ol2003836

Reference yield:

: 1208329-03-6
(S,E)-8-(4-methoxy-benzyloxy)-octa-1,5-dien-4-ol

: 1274953-67-1
(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

Guidance literature:: Multi-step reaction with 4 steps

1.1: titanium(IV) isopropylate; (-)-diethyl tartrate / dichloromethane / 0.75 h / -20 °C / Inert atmosphere

1.2: 7 h / -20 °C / Inert atmosphere

2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; methanol; toluene / 18.17 h / 0 - 23 °C / Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

4.1: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 5 h / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; (-)-diethyl tartrate; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1.1: Sharpless epoxidation / 1.2: Sharpless epoxidation;
DOI:10.1021/ol2003836

Reference yield:

: 1274953-78-4
(S)-1-((2S,3S)-3-(2-(4-methoxy-benzyloxy)-ethyl)oxiran-2-yl)-but-3-en-1-ol

: 1274953-67-1
(3S,5S)-3,5-bis-(tert-butyldimethylsilanyloxy)-7-(4-methoxy-benzyloxy)-heptane-1-al

Guidance literature:: Multi-step reaction with 3 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; methanol; toluene / 18.17 h / 0 - 23 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / Inert atmosphere

3: 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide / 1,4-dioxane; water; tert-butyl alcohol / 5 h / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1021/ol2003836