[(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane
CAS No.:147806-58-4
Molecular Formula:C₂₂H₃₆O₃Si
Molecular Weight:376.612
Hs Code.:

Synonyms:[(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

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Technology Process of [(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

There total 8 articles about [(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-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:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 147806-58-4
[(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / HOTf / CH₂Cl₂; petroleum ether / 0.5 h / 0 °C

2: 1.) DIBAL / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) benzene, 80 deg C, 0.5 h

3: 96 percent / imidazole / dimethylformamide / 12 h / 25 °C

4: 91 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

5: 80 percent / (-)-diethyl tartrate ((-)-DET), Ti(Oi-Pr)4, i-BuOOH, 4A molecular sieves / CH₂Cl₂ / 12 h / -20 °C

6: SO₃*py, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2 h / 0 °C

7: NaN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; pyridine-SO₃ complex; iso-butyl hydroperoxide; Trifluoromethanesulfonyl fluoride; 4 A molecular sieve; sodium hexamethyldisilazane; diisobutylaluminium hydride; (-)-diethyl tartrate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; Petroleum ether;

Reference yield:

: 1779-49-3
Methyltriphenylphosphonium bromide

: (2S,3R)-3-[(S)-4-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-butyl]-2-methyl-oxirane-2-carbaldehyde

: 147806-58-4
[(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h; Yield given;

Reference yield:

: 32780-08-8,77697-15-5,112709-13-4,114142-20-0
(5S)-5-[(benzyloxy)methyl]dihydrofuran-2(3H)-one

: 147806-58-4
[(S)-1-Benzyloxymethyl-3-((2R,3R)-3-methyl-3-vinyl-oxiranyl)-propoxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) DIBAL / 1.) CH₂Cl₂, -78 deg C, 0.5 h, 2.) benzene, 80 deg C, 0.5 h

2: 96 percent / imidazole / dimethylformamide / 12 h / 25 °C

3: 91 percent / DIBAL / CH₂Cl₂ / 0.5 h / -78 °C

4: 80 percent / (-)-diethyl tartrate ((-)-DET), Ti(Oi-Pr)4, i-BuOOH, 4A molecular sieves / CH₂Cl₂ / 12 h / -20 °C

5: SO₃*py, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2 h / 0 °C

6: NaN(SiMe₃)2 / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; pyridine-SO₃ complex; iso-butyl hydroperoxide; 4 A molecular sieve; sodium hexamethyldisilazane; diisobutylaluminium hydride; (-)-diethyl tartrate; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;