5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

Base Information

Chemical Name:5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde
CAS No.:1259926-36-7
Molecular Formula:C₂₉H₃₇NO₃SSi
Molecular Weight:507.769
Hs Code.:

Synonyms:5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

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Chemical Property of 5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

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Technology Process of 5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

There total 10 articles about 5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)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: 79.8%

: 1259926-35-6
[3-benzyloxy-4-(2-thiophene-2-ylvinyl)-phenyl]-[2-(tert-butyldimethylsilanyloxy)ethyl]methylamine

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

: 1259926-36-7
5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

Guidance literature:: [3-benzyloxy-4-(2-thiophene-2-ylvinyl)-phenyl]-[2-(tert-butyldimethylsilanyloxy)ethyl]methylamine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

N,N-dimethyl-formamide; In tetrahydrofuran; for 1h;

Reference yield:

: 1267605-77-5
2-{[3-benzyloxy-4-(2-thiophene-2-ylvinyl)-phenyl]-methylamino}ethanol

: 1259926-36-7
5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: -78 - 0 °C

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1002/pola.24410

Reference yield:

: 33905-38-3
3-(benzyloxy)-N-methylaniline

: 1259926-36-7
5-[2-(2-benzyloxy-4-{[2-(tert-butyldimethylsilanyloxy)-ethyl]methylamino}phenyl)vinyl]thiophene-2-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydrogencarbonate / acetonitrile / 4 h / Inert atmosphere; Reflux

2.1: sodium tetrahydroborate; lithium bromide / tetrahydrofuran / 5 h / Reflux; Inert atmosphere

3.1: pyridine / toluene / 4 h / 20 - 85 °C / Inert atmosphere

4.1: trichlorophosphate / 0 - 20 °C / Inert atmosphere

5.1: phenyllithium / tetrahydrofuran; dibutyl ether / 1.5 h / 0 °C / Inert atmosphere

6.1: water; sodium hydroxide / ethanol / 1 h / 40 °C

7.1: 1H-imidazole / N,N-dimethyl-formamide / 1.5 h / 20 °C

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

8.2: -78 - 0 °C

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; 5.1: Wittig reaction;
DOI:10.1002/pola.24410