tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane
CAS No.:444586-05-4
Molecular Formula:C₂₅H₃₈FNO₃Si
Molecular Weight:447.666
Hs Code.:

Synonyms:tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

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Chemical Property of tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

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Technology Process of tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

There total 9 articles about tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-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: 94.5%

: 444586-03-2
(E)-carbamic acid 5(R,S)-(tert-butyldimethylsilanyloxy)-3-[3-(4-fluorobenzyloxy)propyl]-1-methylhepta-2,6-dienyl ester

: 444586-05-4
tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

Guidance literature:: With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at -20 - 0 ℃; for 0.916667h;
DOI:10.1021/jo010481k

Reference yield:

: 1573-66-6
hex-1-en-5-yn-3-ol

: 444586-05-4
tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 94 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

2.1: BuLi / hexane; tetrahydrofuran / 0.25 h / -78 - 20 °C

3.1: Red-Al / diethyl ether / 3.5 h / 0 - 20 °C

3.2: 88.5 percent / I₂ / diethyl ether; ethyl acetate; tetrahydrofuran / 15 h / -78 - 20 °C

4.1: 795.5 mg / K₃PO₄; PdCl₂(dppf)*CHCl₃ / tetrahydrofuran; dimethylformamide / 15 h / 50 °C

5.1: CH₂Cl₂ / 3 h / 0 °C

6.1: 1.172 g / aq. K₂CO₃ / methanol / 2.5 h / 0 - 20 °C

7.1: 94.5 percent / PPh₃; CBr₄; Et₃N / CH₂Cl₂ / 0.92 h / -20 - 0 °C

With 1H-imidazole; potassium phosphate; n-butyllithium; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; carbon tetrabromide; potassium carbonate; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo010481k

Reference yield:

: 134681-72-4
1-fluoro-4-[(2-propen-1-yloxy)methyl]-benzene

: 444586-05-4
tert-Butyl-{(E)-(S)-3-[3-(4-fluoro-benzyloxy)-propyl]-3-isocyanato-1-vinyl-hex-4-enyloxy}-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran / 5 h / 0 - 20 °C

2: 795.5 mg / K₃PO₄; PdCl₂(dppf)*CHCl₃ / tetrahydrofuran; dimethylformamide / 15 h / 50 °C

3: CH₂Cl₂ / 3 h / 0 °C

4: 1.172 g / aq. K₂CO₃ / methanol / 2.5 h / 0 - 20 °C

5: 94.5 percent / PPh₃; CBr₄; Et₃N / CH₂Cl₂ / 0.92 h / -20 - 0 °C

With potassium phosphate; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; carbon tetrabromide; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo010481k