1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

Base Information

Chemical Name:1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene
CAS No.:159425-49-7
Molecular Formula:C₃₅H₄₈O₉Si
Molecular Weight:640.846
Hs Code.:

Synonyms:1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

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Chemical Property of 1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

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Technology Process of 1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

There total 8 articles about 1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene 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: 73.0%

: 144337-52-0
3,5-bis(methoxymethoxy)-1-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

: 159425-55-5
2-<2-formyl-3-(benzyloxy)phenyl>-1,3-dioxane

: 159425-49-7
1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) 0 deg C, 60 min, 2.) 0 deg C, 2 h; r.t., overnight;
DOI:10.1021/jo00101a032

Reference yield:

: 2150-44-9
1-carbomethoxy-3,5-dihydroxybenzene

: 159425-49-7
1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / diisopropylethylamine / CH₂Cl₂ / Ambient temperature

2: 100 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

3: 87 percent / imidazole / CH₂Cl₂

4: 73 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 60 min, 2.) 0 deg C, 2 h; r.t., overnight

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo00101a032

Reference yield:

: 1700-30-7
(3-(benzyloxy)phenyl)methanol

: 159425-49-7
1-<<2-(1,3-dioxanyl)-6-(benzyloxy)phenyl>hydroxymethyl>-2,6-bis(methoxymethoxy)-4-<<(tert-butyldimethylsilyl)oxy>methyl>benzene

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / n-BuLi, BrF₂CH₂CH₂F₂Br / toluene / -20 °C

2: 90 percent / NaBr, NaOCl, TEMPO / tetrahydrofuran / 3 h / 0 °C

3: 96 percent / p-TSA*H₂O / toluene / 1.5 h / Heating

4: 79 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -60 deg C, 15 min, 2.) -65 deg C, 4 h; r.t., 16 h

5: 73 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 60 min, 2.) 0 deg C, 2 h; r.t., overnight

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; n-butyllithium; BrF₂CH₂CH₂F₂Br; toluene-4-sulfonic acid; sodium bromide; In tetrahydrofuran; hexane; toluene;
DOI:10.1021/jo00101a032