(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

Base Information

Chemical Name:(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol
CAS No.:1026453-73-5
Molecular Formula:C₃₁H₄₂O₂Si₂
Molecular Weight:502.844
Hs Code.:

Synonyms:(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

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Chemical Property of (E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

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Technology Process of (E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

There total 1 articles about (E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol 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:

: 101150-39-4
E-1-iodo-1-(dimethylphenylsilyl)propene

: 135367-18-9
(S)-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-2-butanone

: 1026453-73-5
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

Guidance literature:: E-1-iodo-1-(dimethylphenylsilyl)propene; With tantalum pentachloride; zinc; In 1,2-dimethoxyethane; benzene; for 3h;

(S)-3-<<(1,1-dimethylethyl)diphenylsilyl>oxy>-2-butanone; In tetrahydrofuran; 1,2-dimethoxyethane; benzene; for 1h;

With sodium hydroxide; In tetrahydrofuran; 1,2-dimethoxyethane; benzene; for 2h; Further stages.;
DOI:10.1021/ol991315q

Reference yield: 82.0%

: 1026453-73-5
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

: 257627-65-9
(2S,3RS)-5-(dimethylphenylsilyl)-3,4-dimethyl-(E)-pent-4-ene-2,3-diol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 8h;
DOI:10.1021/ol991315q

Reference yield:

: 1026453-73-5
(E)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-(dimethyl-phenyl-silanyl)-2,3-dimethyl-pent-1-en-3-ol

: 257627-70-6
(2S,3S,4S,5R)-1-(4-dimethylphenylsilyl-5-hydroxymethyl-2,3,5-trimethyltetra-hydrofuran-3-yl)ethanone

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / TBAF / tetrahydrofuran / 8 h / 20 °C

2: 99 percent / imidazole / CH₂Cl₂ / 0.17 h / 0 °C

3: 47 percent / trimethylsilyl triflate / CH₂Cl₂ / 0.25 h / -30 °C

4: 84 percent / HF; C₅H₅N / acetonitrile; H₂O / 18 h / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; hydrogen fluoride; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; water; acetonitrile; 1: Substitution / 2: Substitution / 3: Condensation / 4: Hydrolysis;
DOI:10.1021/ol991315q