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

Base Information

Chemical Name:(2S,3S)-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxobutanamide
CAS No.:690258-05-0
Molecular Formula:C₂₁H₂₈BrF₂N₃O₄
Molecular Weight:504.372
Hs Code.:

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

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Chemical Property of (2S,3S)-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxobutanamide

Chemical Property:

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Technology Process of (2S,3S)-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxobutanamide

There total 3 articles about (2S,3S)-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-(3,3-difluoropyrrolidin-1-yl)-N,N-dimethyl-4-oxobutanamide 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

: 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:: (2S,3S,4E)-3-(4-bromophenyl)-1-(3,3-difluoropyrrolidin-1-yl)-1-oxohex-4-en-2-N-(tert-butoxycarbonyl)amine; With potassium permanganate; sodium periodate; potassium carbonate; In water; tert-butyl alcohol; at 20 ℃; for 24h;

dimethyl amine; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); at 20 ℃; for 12h;

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:

: 690257-98-8
methyl (βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-enyl]-L-phenylalaninate

: 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:: Multi-step reaction with 2 steps

1.1: sodium hydroxide / tetrahydrofuran; methanol; water / 3 h / 20 °C

1.2: 12 h / 20 °C

2.1: potassium permanganate; sodium periodate; potassium carbonate / water; tert-butyl alcohol / 24 h / 20 °C

2.2: 12 h / 20 °C

With sodium hydroxide; potassium permanganate; sodium periodate; potassium carbonate; In tetrahydrofuran; methanol; water; tert-butyl alcohol;