(3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

Base Information

Chemical Name:(3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine
CAS No.:690257-85-3
Molecular Formula:C₂₆H₃₀FN₃O₃
Molecular Weight:451.541
Hs Code.:

Synonyms:(3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

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Chemical Property of (3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

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Technology Process of (3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

There total 7 articles about (3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine 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:

: 690257-78-4
(R)-3-(3-(4-bromophenyl)acryloyl)-4-phenyloxazolidin-2-one

: 690257-85-3
(3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper (II) bromide dimethylsulfide / tetrahydrofuran; dimethylsulfide; diethyl ether / 0.5 h / -40 °C

1.2: 15 h / -20 - 20 °C

2.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / -78 - 0 °C

2.2: 4 h / -78 - 0 °C

3.1: tetramethylguanidinum azide / acetonitrile / 12 h / 20 °C

4.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 4.25 h / 0 °C

5.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 12 h / 20 °C

5.2: 12 h / 90 °C

5.3: 12 h / 20 °C

6.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol; water; toluene / 12 h / 90 °C

With lithium hydroxide; copper (II) bromide dimethylsulfide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); dimethylsulfide; diethyl ether; ethanol; dichloromethane; water; toluene; acetonitrile; 6.1: Suzuki Coupling;

Reference yield:

: 690257-80-8
(4R)-3-[(2R,3S)-2-bromo-3-(4-bromophenyl)butanoyl]-4-phenyl-1,3-oxazolidin-2-one

: 690257-85-3
(3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetramethylguanidinum azide / acetonitrile / 12 h / 20 °C

2.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 4.25 h / 0 °C

3.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 12 h / 20 °C

3.2: 12 h / 90 °C

3.3: 12 h / 20 °C

4.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol; water; toluene / 12 h / 90 °C

With lithium hydroxide; dihydrogen peroxide; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; water; toluene; acetonitrile; 4.1: Suzuki Coupling;

Reference yield:

: 690257-81-9
(4R)-3-[(2S,3S)-2-azido-3-(4-bromophenyl)butanoyl]-4-phenyl-1,3-oxazolidin-2-one

: 690257-85-3
(3S)-1-[(2S,3S)-2-(tert-butoxycarbonylamino)-3-(3'-cyano-1,1'-biphenyl-4-yl)-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 4.25 h / 0 °C

2.1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 12 h / 20 °C

2.2: 12 h / 90 °C

2.3: 12 h / 20 °C

3.1: sodium carbonate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / ethanol; water; toluene / 12 h / 90 °C

With lithium hydroxide; dihydrogen peroxide; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); ethanol; water; toluene; 3.1: Suzuki Coupling;