(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

Base Information

Chemical Name:(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid
CAS No.:151074-89-4
Molecular Formula:C₁₅H₁₆N₂O₄
Molecular Weight:288.303
Hs Code.:

Synonyms:(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

Suppliers and Price of (S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

There total 8 articles about (S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric 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: 93.0%

: 151074-87-2
(+)-(2S)-Methyl 2-methyl-4-cyano-2-<(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl>butanoate

: 151074-89-4
(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

Guidance literature:: With potassium hydroxide; In methanol; at 25 ℃; for 20h;
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

: 151074-89-4
(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

Guidance literature:: Multi-step reaction with 6 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: 95 percent / tetrahydrofuran / 72 h / 25 °C

5: 80 percent / H₂ / 10percent Pd/C / methanol / 7 h / 25 °C / 1551.4 Torr

6: 93 percent / 2 M KOH / methanol / 20 h / 25 °C

With hydrogenchloride; potassium hydroxide; hydrogen; potassium hexamethylsilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00074a016

Reference yield:

: (6S,7S)-7-((S)-2-Hydroxy-1-phenyl-ethylamino)-5-oxa-1-aza-bicyclo[4.2.0]octan-8-one

: 151074-89-4
(S)-4-Cyano-2-methyl-2-((S)-2-oxo-4-phenyl-oxazolidin-3-yl)-butyric acid

Guidance literature:: Multi-step reaction with 7 steps

1: i-Pr₂NEt / CH₂Cl₂ / 0.75 h / 0 °C

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

3: HCl / methanol / 24 h / 25 °C

4: 50 percent / 1 N HCl / tetrahydrofuran / 48 h / 25 °C

5: 95 percent / tetrahydrofuran / 72 h / 25 °C

6: 80 percent / H₂ / 10percent Pd/C / methanol / 7 h / 25 °C / 1551.4 Torr

7: 93 percent / 2 M KOH / methanol / 20 h / 25 °C

With hydrogenchloride; potassium hydroxide; hydrogen; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00074a016