rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

Base Information

Chemical Name:rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol
CAS No.:156666-22-7
Molecular Formula:C₂₂H₄₀O₆Si
Molecular Weight:428.641
Hs Code.:

Synonyms:rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

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Chemical Property of rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

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Technology Process of rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

There total 7 articles about rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol 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: 77.0%

: 156666-21-6
1-(Benzyloxy)-2,2-bis<<(tert-butyldimethylsilyl)oxy>methyl>-3-<(2-methoxyethoxy)methoxy>propane

: 156666-22-7
rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

Guidance literature:: With zinc dibromide; In dichloromethane; for 7h;
DOI:10.1021/jo00094a044

Reference yield:

: 156666-17-0
2-(Diethoxymethyl)-2-<<(2-methoxyethoxy)methoxy>methyl>-1,3-propanediol

: 156666-22-7
rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

Guidance literature:: Multi-step reaction with 5 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

With 1H-imidazole; sodium tetrahydroborate; 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:

: 156666-15-8
Diethyl (diethoxymethyl)(hydroxymethyl)malonate

: 156666-22-7
rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol

Guidance literature:: Multi-step reaction with 7 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

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; 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