((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane
CAS No.:947380-80-5
Molecular Formula:C₂₄H₄₂O₄Si
Molecular Weight:422.681
Hs Code.:

Synonyms:((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

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Chemical Property of ((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

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Technology Process of ((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

There total 18 articles about ((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)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: 94.0%

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: (2S,3S,4S,6R)-7-((tert-butyldimethylsilyl)oxy)-2,4,6-trimethylheptane-1,3-diol

: 947380-80-5
((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1016/j.tetlet.2018.09.035

Reference yield: 93.0%

: 947380-79-2
(2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentan-1-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 947380-80-5
((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo0704762

Reference yield:

: 881214-73-9
(2S,3S,4R,5S,6S)-5-(4-methoxybenzyloxy)-2,4,6-trimethylheptane-1,3,7-triol

: 947380-80-5
((2R,4S)-4-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-2-methylpentyloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 10 steps

1.1: 90 percent / imidazole / CH₂Cl₂ / 0 °C

2.1: 95 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

3.1: 93 percent / DIBALH / CH₂Cl₂ / -78 °C

4.1: 94 percent / DIEA; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: 95 percent / DDQ / CH₂Cl₂; H₂O / 0 °C

6.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

6.2: 100 percent / tetrahydrofuran / 0 - 20 °C

7.1: 91 percent / Bu₃SnH; AIBN / benzene / Heating

8.1: 90 percent / aq. HCl / tetrahydrofuran / 20 °C

9.1: 91 percent / CSA / CH₂Cl₂ / 5 h / 20 °C

10.1: 93 percent / imidazole / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; benzene; 2.1: Dess-Martin oxidation;
DOI:10.1021/jo0704762