[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

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Chemical Name:[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester
CAS No.:444586-07-6
Molecular Formula:C₃₀H₅₂FNO₄Si₂
Molecular Weight:565.917
Hs Code.:

Synonyms:[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

There total 10 articles about [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester 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: 97.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

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

: 444586-07-6
[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;
DOI:10.1021/jo010481k

Reference yield:

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

: 444586-07-6
[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 8 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

8.1: 97 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

With 1H-imidazole; potassium phosphate; n-butyllithium; 1,1'-bis(diphenylphosphino)ferrocene-palladium(ii)dichloride-chloroform adduct; carbon tetrabromide; sodium hydride; 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

: 444586-07-6
[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-1-[3-(4-fluoro-benzyloxy)-propyl]-1-((E)-propenyl)-pent-4-enyl]-carbamic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 97 percent / NaH / tetrahydrofuran / 0.33 h / 0 °C

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