[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

Base Information

Chemical Name:[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate
CAS No.:1266549-14-7
Molecular Formula:C₄₇H₄₈F₂N₂O₆Si
Molecular Weight:802.99
Hs Code.:

[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

Synonyms:[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

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Chemical Property of [4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

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Technology Process of [4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

There total 15 articles about [4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate 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: 43.9%

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

: [4-[(4-fluorophenyl)iminomethyl]phenyl] benzoate

: 1266549-14-7
[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

Guidance literature:: (4S)-3-[(Z)-6-tert-butyldimethylsilyloxy-5-(4-fluorophenyl)hex-4-enoyl]-4-phenyl-ox azolidin-2-one; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; titanium(IV) isopropylate; In dichloromethane; at 0 ℃; for 1h; Molecular sieve; Inert atmosphere;

[4-[(4-fluorophenyl)iminomethyl]phenyl] benzoate; In dichloromethane; at -20 ℃; for 4h;

Reference yield:

: 123-08-0,65581-83-1
4-hydroxy-benzaldehyde

: 1266549-14-7
[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone / 2 h / 0 - 20 °C

2.1: ethyl acetate / 1 h

3.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / titanium(IV) isopropylate / dichloromethane / 1 h / 0 °C / Molecular sieve; Inert atmosphere

3.2: 4 h / -20 °C

With titanium tetrachloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; titanium(IV) isopropylate; In dichloromethane; ethyl acetate; acetone;

Reference yield:

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

: 1266549-14-7
[4-[(Z,1S,2R)-6-tert-butyldimethylsilyloxy-1-(4-fluoroanilino)-5-(4-fluorophenyl)-2-[ (4S)-2-oxo-4-phenyl-oxazolidine-3-carbonyl]hex-4-enyl]phenyl] benzoate

Guidance literature:: Multi-step reaction with 10 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

10.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / titanium(IV) isopropylate / dichloromethane / 1 h / 0 °C / Molecular sieve; Inert atmosphere

10.2: 4 h / -20 °C

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