(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one
CAS No.:1297531-61-3
Molecular Formula:C₂₉H₄₁NO₄Si
Molecular Weight:495.734
Hs Code.:

Synonyms:(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

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Chemical Property of (S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

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Technology Process of (S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

There total 4 articles about (S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one 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: 67.0%

: 1297531-42-0
(S)-3-((S)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpentanoyl)-4-isopropyloxazolidin-2-one

: 74-88-4
methyl iodide

: 1297531-61-3
(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 0 ℃; for 6.17h; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/ol200834p

Reference yield:

: 1297531-60-2
(S)-3-((S,E)-5-((tert-butyldiphenylsilyl)oxy)-4-methylpent-2-enoyl)-isopropyloxazolidin-2-one

: 1297531-61-3
(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 24 h

2: lithium hexamethyldisilazane / tetrahydrofuran / 6.17 h / -78 - 0 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; lithium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate;
DOI:10.1021/ol200834p

Reference yield:

: 91751-24-5,92817-88-4,123284-89-9,112897-04-8
(R)-3-[(tert-butyldiphenylsilyl)oxy]-2-methylpropanal

: 1297531-61-3
(S)-3-((2S,4S)-5-((tert-butyldiphenylsilyl)oxy)-2,4-dimethylpentanoyl)-4-isopropyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 16 h / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 24 h

3: lithium hexamethyldisilazane / tetrahydrofuran / 6.17 h / -78 - 0 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; ethyl acetate; acetonitrile; 1: Horner-Wadsworth-Emmons olefination;
DOI:10.1021/ol200834p