[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

Base Information

Chemical Name:[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide
CAS No.:397883-76-0
Molecular Formula:C₂₇H₃₄N₂O₅
Molecular Weight:466.577
Hs Code.:

Synonyms:[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

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Chemical Property of [3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

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Technology Process of [3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

There total 6 articles about [3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide 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%

: 5468-77-9
2-bromo-N,N-dimethylethanamide

: 326473-17-0
(4-S)-4-benzyl-3-[3-(4-tert-butoxyphenyl)-propionyl]-oxazolidin-2-one

: 397883-76-0
[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

Guidance literature:: (4-S)-4-benzyl-3-[3-(4-tert-butoxyphenyl)-propionyl]-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

2-bromo-N,N-dimethylethanamide; In tetrahydrofuran; Further stages.;
DOI:10.1021/ja011746f

Reference yield:

: 60876-70-2
4-tert-butoxybromobenzene

: 397883-76-0
[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

Guidance literature:: Multi-step reaction with 3 steps

1.1: Na₂CO₃; PdCl₂ / H₂O / 24 h / Heating

1.2: 92 percent / Pd/C / 8 h / 20 °C / 760.05 Torr

2.1: Et₃N; trimethylacetyl chloride / tetrahydrofuran / 2 h / -15 °C

2.2: 82 percent / lithium chloride / 20 °C

3.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

3.2: 71 percent / tetrahydrofuran

With sodium hexamethyldisilazane; pivaloyl chloride; sodium carbonate; triethylamine; palladium dichloride; In tetrahydrofuran; water;
DOI:10.1021/ja011746f

Reference yield:

: 90719-32-7
(S)-4-Benzyl-2-oxazolidinone

: 397883-76-0
[3R,4S]-4-(4-benzyl-2-oxo-oxazolidin-3-yl)-3-(4-tert-butoxybenzyl)-N,N-dimethyl-4-oxo-butyramide

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃N; trimethylacetyl chloride / tetrahydrofuran / 2 h / -15 °C

1.2: 82 percent / lithium chloride / 20 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / -78 °C

2.2: 71 percent / tetrahydrofuran

With sodium hexamethyldisilazane; pivaloyl chloride; triethylamine; In tetrahydrofuran;
DOI:10.1021/ja011746f