(4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

Base Information

Chemical Name:(4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one
CAS No.:1332709-27-9
Molecular Formula:C₂₇H₂₄N₂O₃
Molecular Weight:424.499
Hs Code.:

Synonyms:(4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

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Chemical Property of (4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

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Technology Process of (4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

There total 4 articles about (4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-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: 21.0%

: 603-76-9
1-methylindole

: 1332709-23-5
(4R)-4-benzyl-3-(2-bromo-2-phenylacetyl)oxazolidin-2-one

: 1332709-27-9
(4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at -78 - 23 ℃; for 20h; diastereoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2011.07.065

Reference yield:

: 103-80-0
phenylacetyl chloride

: 1332709-27-9
(4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / 0 °C / Inert atmosphere

1.2: 22.08 h / -78 - 23 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: 14 h / -78 - 23 °C / Inert atmosphere

3.1: silver trifluoromethanesulfonate / dichloromethane / 20 h / -78 - 23 °C / Inert atmosphere

With n-butyllithium; silver trifluoromethanesulfonate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 3.1: Friedel Crafts alkylation;
DOI:10.1016/j.tet.2011.07.065

Reference yield:

: 144838-82-4
(4R)-4-Benzyl-3-(2-phenylacetyl)-1,3-oxazolan-2-one

: 1332709-27-9
(4R)-4-benzyl-3-(2-(1-methyl-1H-indol-3-yl)-2-phenylacetyl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 14 h / -78 - 23 °C / Inert atmosphere

2.1: silver trifluoromethanesulfonate / dichloromethane / 20 h / -78 - 23 °C / Inert atmosphere

With silver trifluoromethanesulfonate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 2.1: Friedel Crafts alkylation;
DOI:10.1016/j.tet.2011.07.065