(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

Base Information

Chemical Name:(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid
CAS No.:151074-95-2
Molecular Formula:C₁₄H₁₂BrNO₄
Molecular Weight:338.158
Hs Code.:

Synonyms:(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

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Chemical Property of (S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

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Technology Process of (S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

There total 7 articles about (S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid 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: 85.0%

: 151074-94-1
(+)-(2S)-Methyl 4,4-dibromo-2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-butenoate

: 151074-95-2
(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

Guidance literature:: With potassium hydroxide; In 1,4-dioxane; at 25 ℃; for 48h;
DOI:10.1021/jo00074a016

Reference yield:

: 134627-50-2
(6S,7S)-7-<(4S)-2-Oxo-4-phenyl-1,3-oxazolidin-3-yl>-1-aza-5-oxabicyclo<4.2.0>octan-8-one

: 151074-95-2
(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / KHMDS / toluene; tetrahydrofuran; dimethylformamide / 1.) -78 deg C, 1 h, 2.) -78 deg C, 15 min

2: HCl / methanol / 24 h / 25 °C

3: 50 percent / 1 N HCl / tetrahydrofuran / 48 h / 25 °C

4: 1.) PPh₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) 25 deg C, 20 h

5: 85 percent / 1 M KOH / dioxane / 48 h / 25 °C

With hydrogenchloride; potassium hydroxide; potassium hexamethylsilazane; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00074a016

Reference yield:

: 151074-83-8
(+)-(2S)-Methyl 2-methyl-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>-3-oxopropanoate

: 151074-95-2
(S)-4-Bromo-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-but-3-ynoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) PPh₃ / 1.) CH₂Cl₂, 0 deg C, 30 min, 2.) 25 deg C, 20 h

2: 85 percent / 1 M KOH / dioxane / 48 h / 25 °C

With potassium hydroxide; triphenylphosphine; In 1,4-dioxane;
DOI:10.1021/jo00074a016