1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

Base Information

Chemical Name:1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate
CAS No.:159425-56-6
Molecular Formula:C₄₃H₄₄O₈
Molecular Weight:688.818
Hs Code.:

Synonyms:1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

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Chemical Property of 1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

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Technology Process of 1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

There total 6 articles about 1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate 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: 61.0%

: 158980-57-5
3,5-dibenzyloxy-4-bromobenzoic acid tert-butyl ester

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

: 159425-56-6
1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; 1.) -70 deg C, 10 min, 2.) -70 deg C, overnight;
DOI:10.1021/jo00101a032

Reference yield:

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

: 159425-56-6
1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

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: 61 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -70 deg C, 10 min, 2.) -70 deg C, 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

Reference yield:

: 158585-00-3
2-bromo-3-benzyloxy-benzyl alcohol

: 159425-56-6
1,1-dimethylethyl 4-<<2-(benzyloxy)-6-(1,3-dioxanyl)phenyl>hydroxymethyl>-3,5-bis(benzyloxy)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / NaBr, NaOCl, TEMPO / tetrahydrofuran / 3 h / 0 °C

2: 96 percent / p-TSA*H₂O / toluene / 1.5 h / Heating

3: 79 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -60 deg C, 15 min, 2.) -65 deg C, 4 h; r.t., 16 h

4: 61 percent / n-BuLi / hexane; tetrahydrofuran / 1.) -70 deg C, 10 min, 2.) -70 deg C, overnight

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