2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

Base Information

Chemical Name:2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran
CAS No.:249766-67-4
Molecular Formula:C₁₇H₂₆O₂Si
Molecular Weight:290.478
Hs Code.:

Synonyms:2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

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Chemical Property of 2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

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Technology Process of 2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

There total 10 articles about 2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran 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:

: 249766-64-1
5,5-dimethyl-4-[(trimethylsilyl)oxy]-4-(2-phenylethyl)-2-phenylthio-tetrahydrofuran

: 249766-67-4
2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

Guidance literature:: 5,5-dimethyl-4-[(trimethylsilyl)oxy]-4-(2-phenylethyl)-2-phenylthio-tetrahydrofuran; With 3-chloro-benzenecarboperoxoic acid; In toluene; at 0 ℃;

With triethylamine; In toluene; at 120 ℃; for 0.166667h;
DOI:10.1016/S0040-4020(99)00612-2

Reference yield:

: 104-53-0
3-phenyl-propionaldehyde

: 249766-67-4
2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

Guidance literature:: Multi-step reaction with 10 steps

1.1: 99 percent / Et₃N / 2.5 h / 20 °C

2.1: 100 percent / CF₃COOH / 0.33 h / 0 °C

3.1: lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.5 h / -60 °C

3.2: 81 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 2 h / -60 °C

4.1: 2.26 g / diethyl ether / 1.5 h / 0 °C

5.1: 79 percent / aq. NH₄Cl / tetrahydrofuran / 24 h / 60 - 70 °C

6.1: 99 percent / CeCl₃ / tetrahydrofuran / 0.5 h / -78 °C

7.1: 60 percent / p-toluenesulfonic acid monohydrate / methanol / 20 °C

8.1: 98 percent / imidazole / dimethylformamide

9.1: 100 percent / BF₃*OEt₂ / diethyl ether / 0.5 h / 0 °C

10.1: m-CPBA / toluene / 0 °C

10.2: 714 mg / Et₃N / toluene / 0.17 h / 120 °C

With 1H-imidazole; cerium(III) chloride; boron trifluoride diethyl etherate; ammonium chloride; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; 1.1: Addition / 2.1: Addition / 3.1: Metallation / 3.2: Alkylation / 4.1: Addition / 5.1: Hydrolysis / 6.1: Addition / 7.1: Cyclization / 8.1: Substitution / 9.1: Substitution / 10.1: Oxidation / 10.2: Elimination;
DOI:10.1016/S0040-4020(99)00612-2

Reference yield:

: 121054-03-3
2-hydroxy-4-phenylbutanenitrile

: 249766-67-4
2,2-dimethyl-3-[(trimethylsilyl)oxy]-3-(2-phenylethyl)-2,3-dihydrofuran

Guidance literature:: Multi-step reaction with 9 steps

1.1: 100 percent / CF₃COOH / 0.33 h / 0 °C

2.1: lithium diisopropylamide / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 0.5 h / -60 °C

2.2: 81 percent / tetrahydrofuran; hexamethylphosphoric acid triamide; hexane / 2 h / -60 °C

3.1: 2.26 g / diethyl ether / 1.5 h / 0 °C

4.1: 79 percent / aq. NH₄Cl / tetrahydrofuran / 24 h / 60 - 70 °C

5.1: 99 percent / CeCl₃ / tetrahydrofuran / 0.5 h / -78 °C

6.1: 60 percent / p-toluenesulfonic acid monohydrate / methanol / 20 °C

7.1: 98 percent / imidazole / dimethylformamide

8.1: 100 percent / BF₃*OEt₂ / diethyl ether / 0.5 h / 0 °C

9.1: m-CPBA / toluene / 0 °C

9.2: 714 mg / Et₃N / toluene / 0.17 h / 120 °C

With 1H-imidazole; cerium(III) chloride; boron trifluoride diethyl etherate; ammonium chloride; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; N,N-dimethyl-formamide; toluene; 1.1: Addition / 2.1: Metallation / 2.2: Alkylation / 3.1: Addition / 4.1: Hydrolysis / 5.1: Addition / 6.1: Cyclization / 7.1: Substitution / 8.1: Substitution / 9.1: Oxidation / 9.2: Elimination;
DOI:10.1016/S0040-4020(99)00612-2