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

Base Information

Chemical Name:(E)-carbamic acid 5(R,S)-(tert-butyldimethylsilanyloxy)-3-[3-(4-fluorobenzyloxy)propyl]-1-methylhepta-2,6-dienyl ester
CAS No.:444586-03-2
Molecular Formula:C₂₅H₄₀FNO₄Si
Molecular Weight:465.681
Hs Code.:

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

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

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

There total 8 articles about (E)-carbamic acid 5(R,S)-(tert-butyldimethylsilanyloxy)-3-[3-(4-fluorobenzyloxy)propyl]-1-methylhepta-2,6-dienyl 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:

: (2,2,2-Trichloro-acetyl)-carbamic acid (E)-(R)-5-(tert-butyl-dimethyl-silanyloxy)-3-[3-(4-fluoro-benzyloxy)-propyl]-1-methyl-hepta-2,6-dienyl ester

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

Guidance literature:: With potassium carbonate; In methanol; at 0 - 20 ℃; for 2.5h;
DOI:10.1021/jo010481k

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

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

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

Guidance literature:: Multi-step reaction with 4 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

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