(2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

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Chemical Name:(2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid
CAS No.:899429-12-0
Molecular Formula:C₁₉H₂₃BrF₂N₂O₅
Molecular Weight:477.303
Hs Code.:

Synonyms:(2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

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Chemical Property of (2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

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Technology Process of (2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

There total 1 articles about (2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid 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:

: 690258-04-9
(2S,3S,4E)-3-(4-bromophenyl)-1-(3,3-difluoropyrrolidin-1-yl)-1-oxohex-4-en-2-N-(tert-butoxycarbonyl)amine

: 899429-12-0
(2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

Guidance literature:: With potassium permanganate; sodium periodate; potassium carbonate; In water; tert-butyl alcohol; at 20 ℃; for 24h;
DOI:10.1021/jm060015t

Reference yield:

: 899429-12-0
(2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

: 124-40-3
dimethyl amine

: 690258-05-0
(2S,3S)-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxobutanamide

Guidance literature:: With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1021/jm060015t

Reference yield:

: 899429-12-0
(2S,3S)-2-(4-Bromo-phenyl)-3-tert-butoxycarbonylamino-4-(3,3-difluoro-pyrrolidin-1-yl)-4-oxo-butyric acid

: 899429-13-1
tert-butyl [(1S,2S)-1-[(3,3-difluoropyrrolidin-1-yl)carbonyl]-3-(dimethylamino)-3-oxo-2-(4-[1,2,4]triazolo[1,5-a]pyridine-6-phenyl)propyl]carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 11.53 g / HOBt; N,N-diisopropylethylamine; EDC / dimethylformamide; tetrahydrofuran / 12 h / 20 °C

2: 84 percent / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂; AcOK / dimethylsulfoxide / 4 h / 80 °C

3: 76 percent / [1,1'-bis(diphenylphosphino)ferrocene]PdCl₂*CH₂Cl₂; aq. Na₂CO₃ / ethanol; toluene / 12 h / 90 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 3: Suzuki coupling;
DOI:10.1021/jm060015t