(4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

Base Information

Chemical Name:(4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one
CAS No.:1266549-11-4
Molecular Formula:C₂₇H₃₄FNO₄Si
Molecular Weight:483.655
Hs Code.:

Synonyms:(4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

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Chemical Property of (4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

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Technology Process of (4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

There total 8 articles about (4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one 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: 85.0%

: 1266549-09-0
(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoic acid

: 99395-88-7,7480-32-2
(S)-4-phenyl-2-oxazolidinone

: 1266549-11-4
(4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

Guidance literature:: (Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at -60 - 20 ℃; for 0.5h;

(S)-4-phenyl-2-oxazolidinone; With sodium hexamethyldisilazane; In tetrahydrofuran; at -25 - 20 ℃; for 1h;

Reference yield:

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

: 1266549-11-4
(4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

Guidance literature:: Multi-step reaction with 9 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

6.1: potassium hydroxide; water / ethanol / 1 h / 20 °C

6.2: 0.5 h / pH 4

7.1: triethylamine / toluene / 5 h / Reflux

8.1: potassium hydroxide; water / ethanol / 1 h / 20 °C

8.2: 0.5 h / pH 4

9.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -60 - 20 °C

9.2: 1 h / -25 - 20 °C

With water; sodium hexamethyldisilazane; diisobutylaluminium hydride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; potassium hydroxide; isobutyl chloroformate; dmap; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

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

: 1266549-11-4
(4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one

Guidance literature:: Multi-step reaction with 11 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

8.1: potassium hydroxide; water / ethanol / 1 h / 20 °C

8.2: 0.5 h / pH 4

9.1: triethylamine / toluene / 5 h / Reflux

10.1: potassium hydroxide; water / ethanol / 1 h / 20 °C

10.2: 0.5 h / pH 4

11.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -60 - 20 °C

11.2: 1 h / -25 - 20 °C

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