8-(⁽¹³⁾C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate

Base Information

• Chemical Name: 8-(⁽¹³⁾C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate
• CAS No.: 1391824-66-0
• Molecular Formula: C₂₄H₃₅NO₅
• Molecular Weight: 421.511

Synonyms:8-(⁽¹³⁾C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate

Chemical Property of 8-(⁽¹³⁾C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate

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Technology Process of 8-(⁽¹³⁾C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate

There total 5 articles about 8-(⁽¹³⁾C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate 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: 83.0%

bromoacetic acid tert-butyl ester (5292-43-3) + 7-((13)C-trideuteriomethyl)-(4R,5S)-4-methyl-3-[4-methylheptanoyl]-5-phenyloxazolidin-2-one (1391824-65-9) → 8-((13)C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate (1391824-66-0)

Guidance literature:

7-(⁽¹³⁾C-trideuteriomethyl)-(4R,5S)-4-methyl-3-[4-methylheptanoyl]-5-phenyloxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -70 ℃; for 1h; Inert atmosphere;

bromoacetic acid tert-butyl ester; In tetrahydrofuran; at -70 - 20 ℃; for 20h; Inert atmosphere;

DOI:10.1002/jlcr.2916

Reference yield:

C7(13)CH12(2)H3ClO → 8-((13)C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate (1391824-66-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium chloride / 18 h / 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C / Inert atmosphere

2.2: 20 h / -70 - 20 °C / Inert atmosphere

With sodium hexamethyldisilazane; lithium chloride; In tetrahydrofuran;

DOI:10.1002/jlcr.2916

Reference yield:

9-((13)C-trideuteriomethyl)-2,6-dimethylnon-2-ene (1391824-63-7) → 8-((13)C-trideuteriomethyl)-(3S)-tert-butyl 5-methyl-3-((4R,5S)-4-methyl-2-oxo-5-phenyloxazolidine-3-carbonyl)octanoate (1391824-66-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: chromium(VI) oxide; sulfuric acid / water; acetone / 20 h / 0 - 20 °C

2.1: pivaloyl chloride; triethylamine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.1: lithium chloride / 18 h / 20 °C / Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C / Inert atmosphere

4.2: 20 h / -70 - 20 °C / Inert atmosphere

With chromium(VI) oxide; sulfuric acid; sodium hexamethyldisilazane; pivaloyl chloride; triethylamine; lithium chloride; In tetrahydrofuran; water; acetone;

DOI:10.1002/jlcr.2916

upstream raw materials:

9-(⁽¹³⁾C-trideuteriomethyl)-2,6-dimethylnon-2-ene

7-(⁽¹³⁾C-trideuteriomethyl)-4-methylheptanoic acid

bromoacetic acid tert-butyl ester

7-(⁽¹³⁾C-trideuteriomethyl)-(4R,5S)-4-methyl-3-[4-methylheptanoyl]-5-phenyloxazolidin-2-one

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