(2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

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Chemical Name:(2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one
CAS No.:853731-15-4
Molecular Formula:C₁₄H₁₆BrFN₄O
Molecular Weight:355.21
Hs Code.:

Synonyms:(2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

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Chemical Property of (2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

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Technology Process of (2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

There total 8 articles about (2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one 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:

: 690257-82-0
(2R,3S)-2-azido-3-(4-bromophenyl)butanoic acid

: 136725-53-6,169750-17-8,136725-55-8
(S)-3-fluoropyrrolidine hydrochloride

: 853731-15-4
(2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 12h;

Reference yield:

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

: 853731-15-4
(2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: tetramethylguanidium azide / acetonitrile / 20 °C

2: aq. LiOH; H₂O₂ / tetrahydrofuran

3: EDC; HOBT; DIEA / dimethylformamide

With lithium hydroxide; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; N,N,N′,N′-tetramethylguanidinium azide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2005.03.055

Reference yield:

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

: 853731-15-4
(2S,3S)-2-Azido-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: aq. LiOH; H₂O₂ / tetrahydrofuran

2: EDC; HOBT; DIEA / dimethylformamide

With lithium hydroxide; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.03.055