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

Base Information

Chemical Name:(2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxobutanamide
CAS No.:705292-98-4
Molecular Formula:C₂₁H₂₉BrFN₃O₄
Molecular Weight:486.381
Hs Code.:

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

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

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

There total 8 articles about (2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-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:

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

: 124-40-3
dimethyl amine

: 705292-98-4
(2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-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 ℃;
DOI:10.1021/jm060015t

Reference yield:

: 690257-97-7
(1S,2E)-3-(4-bromophenyl)-1-methylprop-2-en-1-yl N-(tert-butoxycarbonyl)glycinate

: 705292-98-4
(2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxobutanamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: zinc(II) chloride; lithium hexamethyldisilazane / tetrahydrofuran; diethyl ether / 10 h / -78 - 20 °C

1.2: 8 h / 0 - 20 °C

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

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 16 h / 20 °C

4.1: potassium permanganate; sodium periodate; potassium carbonate / water; tert-butyl alcohol

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C

With methanol; sodium hydroxide; potassium permanganate; sodium periodate; water; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); diethyl ether; water; tert-butyl alcohol;

Reference yield:

: 690258-03-8
(βS)-4-bromo-N-(tert-butoxycarbonyl)-β-[(1E)-prop-1-en-1-yl]-L-phenylalanine

: 705292-98-4
(2S,3S)-3-N-(tert-butoxycarbonyl)amino-2-(4-bromophenyl)-4-[(3S)-3-fluoropyrrolidin-1-yl]-N,N-dimethyl-4-oxobutanamide

Guidance literature:: Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / DMF (N,N-dimethyl-formamide) / 16 h / 20 °C

2: potassium permanganate; sodium periodate; potassium carbonate / water; tert-butyl alcohol

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 20 °C

With potassium permanganate; sodium periodate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); water; tert-butyl alcohol;