(3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one
CAS No.:1421671-84-2
Molecular Formula:C₂₂H₂₅NO₃
Molecular Weight:351.445
Hs Code.:

Synonyms:(3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

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Chemical Property of (3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

Chemical Property:

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Technology Process of (3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

There total 3 articles about (3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-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: 34.0%

: 106-38-7
para-bromotoluene

: 184784-56-3
N-(4'-methyl-2'-pentenoyl)-4S-phenyl-1,3-oxazolidin-2-one

: 1421671-84-2
(3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

Guidance literature:: para-bromotoluene; With iodine; magnesium; In tetrahydrofuran; for 1h; Reflux; Inert atmosphere;

N-(4'-methyl-2'-pentenoyl)-4S-phenyl-1,3-oxazolidin-2-one; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; at -15 - 20 ℃; for 3h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; water;
DOI:10.1016/j.tet.2012.10.083

Reference yield:

: 1775-44-6,10321-71-8,16666-43-6
(2E)-4-methylpent-2-enoic acid

: 1421671-84-2
(3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: oxalyl dichloride / diethyl ether / 24 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - 0 °C / Inert atmosphere

3.1: magnesium; iodine / tetrahydrofuran / 1 h / Reflux; Inert atmosphere

3.2: 3 h / -15 - 20 °C / Inert atmosphere

With n-butyllithium; oxalyl dichloride; iodine; magnesium; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1016/j.tet.2012.10.083

Reference yield:

: 18802-96-5,119163-26-7,40794-19-2
4-methyl-2-pentenoyl chloride

: 1421671-84-2
(3S,4S)-3-[3-(4-methylphenyl)-4-methylpentanoyl]-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 0 °C / Inert atmosphere

2.1: magnesium; iodine / tetrahydrofuran / 1 h / Reflux; Inert atmosphere

2.2: 3 h / -15 - 20 °C / Inert atmosphere

With n-butyllithium; iodine; magnesium; In tetrahydrofuran; hexane;
DOI:10.1016/j.tet.2012.10.083