dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

Base Information

Chemical Name:dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate
CAS No.:1266549-03-4
Molecular Formula:C₂₁H₃₁FO₅Si
Molecular Weight:410.558
Hs Code.:

Synonyms:dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

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Chemical Property of dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

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Technology Process of dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

There total 7 articles about dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate 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: 98.0%

: 1266549-01-2
tert-butyl-[(Z)-4-chloro-2-(4-fluorophenyl)but-2-enoxy]-dimethyl-silane

: 108-59-8
malonic acid dimethyl ester

: 1266549-03-4
dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Inert atmosphere;

Reference yield:

: 456-04-2
2-Chloro-4'-fluoroacetophenone

: 1266549-03-4
dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N-dimethyl-formamide / 10 h / 90 °C

2.1: potassium carbonate; methanol / 2 h / 20 °C

3.1: triethylamine / dmap / dichloromethane; acetonitrile / 10 h / 20 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -30 - 20 °C

4.2: 1 h / -60 - 20 °C

5.1: diisobutylaluminium hydride / dichloromethane; hexane / 0.5 h / -60 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride / dmap / dichloromethane / 12 h / -20 - 20 °C / Inert atmosphere

6.2: pH 4

7.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With methanol; sodium hexamethyldisilazane; diisobutylaluminium hydride; potassium carbonate; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; dmap; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 403-31-6
4-fluoro-2-hydroxy-acetophenone

: 1266549-03-4
dimethyl 2-[(Z)-4-tert-butyldimethylsilyloxy-3-(4-fluorophenyl)but-2-enyl]propanedioate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dmap / dichloromethane; acetonitrile / 10 h / 20 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -30 - 20 °C

2.2: 1 h / -60 - 20 °C

3.1: diisobutylaluminium hydride / dichloromethane; hexane / 0.5 h / -60 - 20 °C

4.1: N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride / dmap / dichloromethane / 12 h / -20 - 20 °C / Inert atmosphere

4.2: pH 4

5.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

With sodium hexamethyldisilazane; diisobutylaluminium hydride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; dmap; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;