3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester
CAS No.:1449217-46-2
Molecular Formula:C₂₄H₂₁Cl₂F₄NO₃
Molecular Weight:518.335
Hs Code.:

Synonyms:3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

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Technology Process of 3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

There total 7 articles about 3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl 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: 48.67%

: 1449031-69-9
3-(4-acetyl-phenyl)-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

: 130336-16-2
3,5-dichloro-2,2,2-trifluoroacetophenone

: 1449217-46-2
3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With caesium carbonate; In toluene; at 20 - 110 ℃; for 16h; Dean-Stark;

Reference yield:

: 1357614-49-3
tert-butyl 3-hydroxy-3-(4-(trimethylsilyl)phenyl)azetidine-1-carboxylate

: 1449217-46-2
3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium bromide; acetic acid / methanol / 0.33 h / 60 °C

1.2: 2 h / 60 °C

2.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / -78 - 20 °C

3.1: ethanol / 0.5 h / 20 °C / Autoclave; Inert atmosphere

3.2: 16 h / 20 - 96 °C / Autoclave; Inert atmosphere

4.1: caesium carbonate / toluene / 16 h / 20 - 110 °C / Dean-Stark

With caesium carbonate; acetic acid; potassium bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In methanol; ethanol; dichloromethane; toluene;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 1449217-46-2
3-{4-[(Z)-3-(3,5-dichloro-phenyl)-4,4,4-trifluoro-but-2-enoyl]-phenyl}-3-fluoro-azetidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: triethylamine / ethanol / 16 h / 20 °C

2.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 20 h / 10 °C / Inert atmosphere

3.1: iodine; magnesium / tetrahydrofuran / 1.5 h / 68 °C / Inert atmosphere

3.2: 3 h / 0 °C / Inert atmosphere

4.1: potassium bromide; acetic acid / methanol / 0.33 h / 60 °C

4.2: 2 h / 60 °C

5.1: (bis-(2-methoxyethyl)amino)sulfur trufluoride / dichloromethane / -78 - 20 °C

6.1: ethanol / 0.5 h / 20 °C / Autoclave; Inert atmosphere

6.2: 16 h / 20 - 96 °C / Autoclave; Inert atmosphere

7.1: caesium carbonate / toluene / 16 h / 20 - 110 °C / Dean-Stark

With iodine; sulfur trioxide pyridine complex; caesium carbonate; magnesium; acetic acid; triethylamine; potassium bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; methanol; ethanol; dichloromethane; dimethyl sulfoxide; toluene;