(Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

Base Information

Chemical Name:(Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate
CAS No.:1423075-99-3
Molecular Formula:C₂₄H₂₄N₂O₄
Molecular Weight:404.466
Hs Code.:

Synonyms:(Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

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Chemical Property of (Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

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Technology Process of (Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

There total 4 articles about (Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate 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: 89.0%

: 614-96-0
5-methyl-1H-indole

: 1393331-24-2
4-(2-oxooxazolidin-3-yl)but-3-yn-2-yl 2-phenylacetate

: 1423075-99-3
(Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

Guidance literature:: With silver(I) hexafluorophosphate; (triphenylphosphine)gold(I) chloride; In dichloromethane; at -30 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c3cc00273j

Reference yield:

: 1393331-21-9
3-(3-(tert-butyldiphenylsilyloxy)but-1-ynyl)oxazolidin-2-one

: 1423075-99-3
(Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.67 h / 0 - 20 °C / Inert atmosphere

2: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

3: (triphenylphosphine)gold(I) chloride; silver(I) hexafluorophosphate / dichloromethane / 1 h / -30 °C / Inert atmosphere

With dmap; silver(I) hexafluorophosphate; (triphenylphosphine)gold(I) chloride; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c3cc00273j

Reference yield:

: 1393331-22-0
3-(3-hydroxybut-1-ynyl)oxazolidin-2-one

: 1423075-99-3
(Z)-3-(5-methyl-1H-indol-3-yl)-1-(2-oxooxazolidin-3-yl)but-1-en-1-yl 2-phenylacetate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: (triphenylphosphine)gold(I) chloride; silver(I) hexafluorophosphate / dichloromethane / 1 h / -30 °C / Inert atmosphere

With dmap; silver(I) hexafluorophosphate; (triphenylphosphine)gold(I) chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane;
DOI:10.1039/c3cc00273j