[3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane
• CAS No.: 140844-90-2
• Molecular Formula: C₂₁H₃₆O₃Si
• Molecular Weight: 364.601
• Mol file: 140844-90-2.mol

Synonyms:

Chemical Property of [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane

There total 10 articles about [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane 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:

phenylethynylmagnesium bromide (6738-06-3) → [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane (140844-90-2,140924-17-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 1.) ethyl chloroformate, triethylamine / 1.) toluene, -20 deg C, 2 h, 2.) THF, -40 deg C, 1 h

2: 86 percent / sodium borohydride / methanol / 1 h / Ambient temperature

3: diethyl ether / 48 h / 20 °C / pig pancreatic lipase

4: lithium aluminum hydride / tetrahydrofuran / 20 h / Heating

5: imidazole / dimethylformamide / 1 h / 0 °C

6: 93 percent / monoperphthalic acid monomagnesium salt, 2 N sodium hydroxide / propan-2-ol; H₂O / 2 h / Ambient temperature

7: hydrogen / 10 percent palladium on carbon / ethanol / 1 h / Ambient temperature

8: p-toluenesulfonic acid / 2 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen; chloroformic acid ethyl ester; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

4-oxo-6-phenyl-5-hexynoic acid methyl ester (59700-84-4) → [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane (140844-90-2,140924-17-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / sodium borohydride / methanol / 1 h / Ambient temperature

2: diethyl ether / 48 h / 20 °C / pig pancreatic lipase

3: lithium aluminum hydride / tetrahydrofuran / 20 h / Heating

4: imidazole / dimethylformamide / 1 h / 0 °C

5: 93 percent / monoperphthalic acid monomagnesium salt, 2 N sodium hydroxide / propan-2-ol; H₂O / 2 h / Ambient temperature

6: hydrogen / 10 percent palladium on carbon / ethanol / 1 h / Ambient temperature

7: p-toluenesulfonic acid / 2 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → [3-((R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propoxy]-tert-butyl-dimethyl-silane (140844-90-2,140924-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole / dimethylformamide / 1 h / 0 °C

2: 93 percent / monoperphthalic acid monomagnesium salt, 2 N sodium hydroxide / propan-2-ol; H₂O / 2 h / Ambient temperature

3: hydrogen / 10 percent palladium on carbon / ethanol / 1 h / Ambient temperature

4: p-toluenesulfonic acid / 2 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; hydrogen; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; palladium on activated charcoal; In ethanol; water; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

2,2-dimethoxy-propane

phenylethynylmagnesium bromide

4-oxo-6-phenyl-5-hexynoic acid methyl ester

tert-butyldimethylsilyl chloride

Downstream raw materials:

3-((4R,5R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionic acid

3-((4R,5R)-5-Benzyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-propionaldehyde

(4R,5R)-5-hydroxy-6-phenyl-4-hexanolide

(4R,5R)-3-(2,2-dimethyl-5-phenylmethyl-1,3-dioxolan-4-yl)propan-1-ol