(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

Base Information

Chemical Name:(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine
CAS No.:690257-83-1
Molecular Formula:C₁₉H₂₆BrFN₂O₃
Molecular Weight:429.329
Hs Code.:

Synonyms:(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

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Chemical Property of (3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

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Technology Process of (3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

There total 10 articles about (3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-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:

: 705292-65-5
(2S,3S)-2-Amino-3-(4-bromo-phenyl)-1-((S)-3-fluoro-pyrrolidin-1-yl)-butan-1-one

: 24424-99-5
di-tert-butyl dicarbonate

: 690257-83-1
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 12h;

Reference yield:

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

: 24424-99-5
di-tert-butyl dicarbonate

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

: 690257-83-1
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: (2R,3S)-2-azido-3-(4-bromophenyl)butanoic acid; (S)-3-fluoropyrrolidine hydrochloride; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 12h;

With triphenylphosphine; In 1,4-dioxane; water; at 90 ℃; for 12h;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 12h;

Reference yield:

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

: 690257-83-1
(3S)-1-[(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-(4-bromophenyl)-1-oxobutanyl]-3-fluoropyrrolidine

Guidance literature:: Multi-step reaction with 5 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

With lithium hydroxide; copper (II) bromide dimethylsulfide; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; In tetrahydrofuran; DMF (N,N-dimethyl-formamide); dimethylsulfide; diethyl ether; dichloromethane; water; acetonitrile;