(R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one
CAS No.:154006-51-6
Molecular Formula:C₂₀H₂₀BrNO₄
Molecular Weight:418.287
Hs Code.:

Synonyms:(R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

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Chemical Property of (R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

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Technology Process of (R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

There total 10 articles about (R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-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:

: 3-(3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

: 154006-51-6
(R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

: (R)-3-((2R,3R)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

Guidance literature:: 3-(3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one; With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; for 1.33333h;

With N-Bromosuccinimide; In dichloromethane; at -78 - 0 ℃; for 2h;

Reference yield:

: 104-92-7
1-bromo-4-methoxy-benzene

: 154006-51-6
(R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

2: 94.2 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 2 h / 0 °C

3: Et₃N / tetrahydrofuran / 1.) -78 deg C, 10 min, 2.) 0 deg C, 45 min

4: 82.2 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 4 h, 2.) r.t., 2 h

5: 1.) Bu₂BOTf, (i-Pr)2NEt, 2.) NBS / 1.) CH₂Cl₂, 0 deg C -> r.t., 1.5 h, 2.) CH₂Cl₂, -78 deg C, 4 h

With lithium hydroxide; N-Bromosuccinimide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; dihydrogen peroxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1021/jo00078a042

Reference yield:

: 4974-05-4
(R)-(-)-4'-methoxy-3-phenylbutyric acid

: 154006-51-6
(R)-3-((2R,3S)-2-bromo-3-(4-methoxyphenyl)butanoyl)-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran / 1.) -78 deg C, 10 min, 2.) 0 deg C, 45 min

2: 82.2 percent / n-BuLi / tetrahydrofuran; hexane / 1.) 0 deg C, 4 h, 2.) r.t., 2 h

3: 1.) Bu₂BOTf, (i-Pr)2NEt, 2.) NBS / 1.) CH₂Cl₂, 0 deg C -> r.t., 1.5 h, 2.) CH₂Cl₂, -78 deg C, 4 h

With N-Bromosuccinimide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane;
DOI:10.1021/jo00078a042