(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

Base Information

Chemical Name:(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane
CAS No.:857634-92-5
Molecular Formula:C₂₂H₃₀O₂Si
Molecular Weight:354.565
Hs Code.:

Synonyms:(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

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Chemical Property of (2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

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Technology Process of (2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

There total 6 articles about (2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane 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: 99.0%

: 857635-16-6
((2R,3R,4S,5S)-5-Benzyloxymethyl-2-iodomethyl-4-methyl-tetrahydro-furan-3-yl)-dimethyl-phenyl-silane

: 857634-92-5
(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; for 36h;
DOI:10.1021/ol0506821

Reference yield:

: (E)-(S)-2-(Dimethyl-phenyl-silanyl)-pent-3-en-1-ol

: 857634-92-5
(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / imidazole / dimethylformamide / 1 h

2.1: BF₃*OEt₂ / CH₂Cl₂ / 0.75 h / -78 °C

2.2: 80 percent / TBAF / tetrahydrofuran / 0.75 h / 0 °C

3.1: 64 percent / pyridine

4.1: 99 percent / NaI / acetone / 36 h / Heating

5.1: 99 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 36 h

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol0506821

Reference yield:

: 857634-84-5
(S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene

: 857634-92-5
(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

Guidance literature:: Multi-step reaction with 4 steps

1.1: BF₃*OEt₂ / CH₂Cl₂ / 0.75 h / -78 °C

1.2: 80 percent / TBAF / tetrahydrofuran / 0.75 h / 0 °C

2.1: 64 percent / pyridine

3.1: 99 percent / NaI / acetone / 36 h / Heating

4.1: 99 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 36 h

With pyridine; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1021/ol0506821