5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

Base Information

Chemical Name:5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde
CAS No.:1259926-28-7
Molecular Formula:C₂₃H₃₃NO₃SSi
Molecular Weight:431.671
Hs Code.:

Synonyms:5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

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Chemical Property of 5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

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Technology Process of 5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

There total 6 articles about 5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde 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: 87.4%

: 1259926-27-6
2-(tert-butyldimethylsiloxyethyl)[3-methoxy-4-(2-thiophen-2-yl-vinyl)phenyl]-N-methylamine

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1259926-28-7
5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

Guidance literature:: 2-(tert-butyldimethylsiloxyethyl)[3-methoxy-4-(2-thiophen-2-yl-vinyl)phenyl]-N-methylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; for 1h; Inert atmosphere;

Reference yield:

: 14318-66-2
3-methoxy-N-methylaniline

: 1259926-28-7
5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate / acetonitrile / 2 h / 90 °C

1.2: 16 h / 20 °C

2.1: sodium tetrahydroborate; lithium bromide / tetrahydrofuran / 21 h / 20 - 80 °C

3.1: pyridine / toluene / 3 h / 20 - 85 °C

4.1: trichlorophosphate / 0.67 h / Cooling with ice

4.2: 16 h

5.1: phenyllithium / dibutyl ether; tetrahydrofuran / 0.33 h / Cooling with ice

5.2: 2 h

6.1: sodium hydroxide; water / ethanol / 3 h / 20 - 45 °C

7.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C

8.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

8.2: 1 h / Inert atmosphere

With pyridine; 1H-imidazole; sodium tetrahydroborate; n-butyllithium; water; sodium hydrogencarbonate; phenyllithium; lithium bromide; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; hexane; dibutyl ether; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 33905-43-0
2-[(3-methoxyphenyl)-N-methylamino]ethanol

: 1259926-28-7
5-[2-(4-{[2-(tert-butylldimethylsilanyloxy)ethyl]methylamino}-2-methoxyphenyl)vinyl]thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine / toluene / 3 h / 20 - 85 °C

2.1: trichlorophosphate / 0.67 h / Cooling with ice

2.2: 16 h

3.1: phenyllithium / dibutyl ether; tetrahydrofuran / 0.33 h / Cooling with ice

3.2: 2 h

4.1: sodium hydroxide; water / ethanol / 3 h / 20 - 45 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 20 °C

6.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

6.2: 1 h / Inert atmosphere

With pyridine; 1H-imidazole; n-butyllithium; water; phenyllithium; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; hexane; dibutyl ether; N,N-dimethyl-formamide; toluene;