(2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester

Base Information

• Chemical Name: (2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester
• CAS No.: 201655-30-3
• Molecular Formula: C₁₅H₂₅NO₆
• Molecular Weight: 315.367

Synonyms:(2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester

Chemical Property of (2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester

There total 1 articles about (2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic 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:

monoethyl methylmalonate (2985-33-3) → (2R,4S)-2-tert-Butyl-3-((S)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester + (2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester (201655-30-3)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 0 - 40 °C

2: pyridine / dichloromethane / 6.5 h / 0 - 20 °C

With pyridine; thionyl chloride; In dichloromethane;

DOI:10.1016/j.tet.2019.130561

Reference yield:

(2R,4S)-2-tert-Butyl-3-((R)-2-ethoxycarbonyl-propionyl)-oxazolidine-4-carboxylic acid methyl ester (201655-30-3) → methyl (S)-3-(4-chlorophenyl)-2-(hydroxymethyl)-4-methyl-5-oxo-2,5-dihydro-1H-pyrrole-2-carboxylate

Guidance literature:

Multi-step reaction with 4 steps

1: potassium tert-butylate / tert-butyl alcohol / 8 h / Reflux

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

3: [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride; sodium carbonate / toluene; ethanol; water / Reflux; Inert atmosphere

4: 1.3-propanedithiol; hydrogenchloride / 2,2,2-trifluoroethanol / 20 °C / Inert atmosphere

With 1.3-propanedithiol; hydrogenchloride; [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride; potassium tert-butylate; sodium carbonate; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; toluene; tert-butyl alcohol; 1: |Dieckmann Condensation / 3: |Suzuki Coupling;

DOI:10.1016/j.tet.2019.130561

upstream raw materials:

monoethyl methylmalonate

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