(2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester

Base Information

• Chemical Name: (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester
• CAS No.: 137282-19-0
• Molecular Formula: C₂₂H₃₂N₂O₅
• Molecular Weight: 404.506

Synonyms:(2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester

Chemical Property of (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester

Chemical Property:

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Technology Process of (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester

There total 2 articles about (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester 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: 79.4%

phosgene (75-44-5) + (2S)-2-<<(2S)-2-<(2-hydroxy-1,2-dimethylpropyl)amino>-3-phenylpropionyl>amino>-4-methylpentanoic acid methyl ester (137282-18-9) → (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester (137282-19-0)

Guidance literature:

With pyridine; In dichloromethane; toluene; at 0 - 10 ℃; for 1h;

DOI:10.1021/jm00083a005

Reference yield:

3-Hydroxy-3-methyl-2-butanone (115-22-0) → (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester (137282-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / NaCNBH₃ / methanol / Ambient temperature

2: 79.4 percent / pyridine / CH₂Cl₂; toluene / 1 h / 0 - 10 °C

With pyridine; sodium cyanoborohydride; In methanol; dichloromethane; toluene;

DOI:10.1021/jm00083a005

Reference yield: 96.8%

(2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid methyl ester (137282-19-0) → (2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid (137282-20-3)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1021/jm00083a005

upstream raw materials:

phosgene

(2S)-2-<<(2S)-2-<(2-hydroxy-1,2-dimethylpropyl)amino>-3-phenylpropionyl>amino>-4-methylpentanoic acid methyl ester

3-Hydroxy-3-methyl-2-butanone

Downstream raw materials:

(2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoic acid

(3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-4-methyl-2-<<(2S)-3-phenyl-2-(4,5,5-trimethyl-2-oxooxazolidin-3-yl)propionyl>amino>pentanoyl>amino>butyric acid methyl ester

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