rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane

Base Information

• Chemical Name: rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane
• CAS No.: 156666-25-0
• Molecular Formula: C₈₆H₈₆O₁₄
• Molecular Weight: 1343.62

Synonyms:rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane

Chemical Property of rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Useful:

Technology Process of rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane

There total 10 articles about rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane 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: 96.0%

3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyl bromide (129536-41-0) + rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol (156666-24-9) → rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane (156666-25-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1.) 1 h, 2.) reflux, 20 h;

DOI:10.1021/jo00094a044

Reference yield:

2-(Diethoxymethyl)-2-<<(2-methoxyethoxy)methoxy>methyl>-1,3-propanediol (156666-17-0) → rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane (156666-25-0)

Guidance literature:

Multi-step reaction with 8 steps

1: imidazole / dimethylformamide / 24 h

2: 62 percent / p-TsOH*H₂O / acetone / 0.25 h / Heating

3: 85 percent / NaBH₄ / dioxane / 1 h

4: 70 percent / NaH / tetrahydrofuran / 1.) 1 h, 2.) reflux, 20 h

5: 77 percent / ZnBr₂ / CH₂Cl₂ / 7 h

6: 78 percent / NaH / tetrahydrofuran / 1.) 1 h, 2.) reflux, 20 h

7: 92 percent / Bu₄NF / tetrahydrofuran / 48 h

8: 96 percent / NaH / tetrahydrofuran / 1.) 1 h, 2.) reflux, 20 h

With 1H-imidazole; sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; zinc dibromide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00094a044

Reference yield:

Diethyl (diethoxymethyl)(hydroxymethyl)malonate (156666-15-8) → rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-1-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>propane (156666-25-0)

Guidance literature:

Multi-step reaction with 10 steps

1: 77 percent / diisopropylamine / CH₂Cl₂ / 6 h

2: 83 percent / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

3: imidazole / dimethylformamide / 24 h

4: 62 percent / p-TsOH*H₂O / acetone / 0.25 h / Heating

5: 85 percent / NaBH₄ / dioxane / 1 h

6: 70 percent / NaH / tetrahydrofuran / 1.) 1 h, 2.) reflux, 20 h

7: 77 percent / ZnBr₂ / CH₂Cl₂ / 7 h

8: 78 percent / NaH / tetrahydrofuran / 1.) 1 h, 2.) reflux, 20 h

9: 92 percent / Bu₄NF / tetrahydrofuran / 48 h

10: 96 percent / NaH / tetrahydrofuran / 1.) 1 h, 2.) reflux, 20 h

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; diisopropylamine; zinc dibromide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00094a044

upstream raw materials:

3,5-bis[3,5-bis(benzyloxy)benzyloxy]benzyl bromide

rac-2-<(Benzyloxy)methyl>-3-<<3,5-bis(benzyloxy)benzyl>oxy>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

2-(Diethoxymethyl)-2-<<(2-methoxyethoxy)methoxy>methyl>-1,3-propanediol

Diethyl (diethoxymethyl)(hydroxymethyl)malonate

Downstream raw materials:

rac-2-<(Benzyloxy)methyl>-2-<<<3,5-bis(benzyloxy)benzyl>oxy>methyl>-3-<<3,5-bis<<3,5-bis(benzyloxy)benzyl>oxy>benzyl>oxy>-1-propanol

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