(S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

Base Information

Chemical Name:(S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate
CAS No.:1428647-02-2
Molecular Formula:C₁₆H₁₉NO₅
Molecular Weight:305.331
Hs Code.:

Synonyms:(S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

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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)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

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Technology Process of (S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

There total 3 articles about (S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate 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: 72.0%

: 1428647-00-0
(R,E)-methyl 4-oxo-4-(2-oxo-4-phenyloxazolidin-3-yl)but-2-enoate

: 811-49-4
ethyllithium

: 1428647-02-2
(S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

Guidance literature:: ethyllithium; With CuI*0.75DMS; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

With trimethylsilyl iodide; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

(R,E)-methyl 4-oxo-4-(2-oxo-4-phenyloxazolidin-3-yl)but-2-enoate; Further stages;
DOI:10.1016/j.tetlet.2013.02.014

Reference yield:

: 2756-87-8
methyl hydrogen fumarate

: 1428647-02-2
(S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pivaloyl chloride; triethylamine / tetrahydrofuran / -20 - 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: CuI*0.75DMS / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With CuI*0.75DMS; pivaloyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2013.02.014

Reference yield:

: 90319-52-1,7480-32-2
(4R)-phenyl-2-oxazolidinone

: 1428647-02-2
(S)-methyl 2-ethyl-4-oxo-4-((R)-2-oxo-4-phenyloxazolidin-3-yl)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pivaloyl chloride; triethylamine / tetrahydrofuran / -20 - 20 °C / Inert atmosphere

1.2: 12 h / 20 °C / Inert atmosphere

2.1: CuI*0.75DMS / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With CuI*0.75DMS; pivaloyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2013.02.014