ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

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Chemical Name:ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate
CAS No.:1421940-28-4
Molecular Formula:C₁₈H₂₅NO₇
Molecular Weight:367.399
Hs Code.:

Synonyms:ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

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Chemical Property of ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

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Technology Process of ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

There total 4 articles about ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate 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: 71.0%

: 1421940-24-0
ethyl (4S,2E)-4-{(4R)-3-benzyl-4-[(1S)-2-(benzyloxy)-1-hydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybut-2-enoate

: 1421940-28-4
ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 19h; Inert atmosphere;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1382153-80-1
(3aR,4'S,5S,6aR)-3'-benzyl-5-(hydroxymethyl)-2,2-dimethyldihydro-3aH-spiro[furo[2,3-d][1,3]dioxole-6,4'-oxazolidin]-2'-one

: 1421940-28-4
ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / Inert atmosphere

1.2: 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / water / 3 h / 20 °C / Inert atmosphere

3.1: benzoic acid / water / 26.5 h / 20 °C / Inert atmosphere

4.1: hydrogen; 5%-palladium/activated carbon / ethanol / 19 h / 20 °C / Inert atmosphere

With 5%-palladium/activated carbon; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; benzoic acid; trifluoroacetic acid; In ethanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetasy.2012.12.003

Reference yield:

: 1430738-72-9
C₂₁H₂₃NO₆

: 1421940-28-4
ethyl (4S)-4-{(4R)-3-benzyl-4-[(1S)-1,2-dihydroxyethyl]-2-oxooxazolidin-4-yl}-4-hydroxybutanoate

Guidance literature:: Multi-step reaction with 2 steps

1: benzoic acid / water / 26.5 h / 20 °C / Inert atmosphere

2: hydrogen; 5%-palladium/activated carbon / ethanol / 19 h / 20 °C / Inert atmosphere

With 5%-palladium/activated carbon; hydrogen; benzoic acid; In ethanol; water;
DOI:10.1016/j.tetasy.2012.12.003