(S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1261060-25-6
Molecular Formula:C₂₀H₂₈N₂O₅
Molecular Weight:376.453
Hs Code.:

Synonyms:(S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

There total 7 articles about (S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate 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: 94.0%

: 1261060-24-5
(S)-tert-butyl 4-((2-formamido-4-methoxyphenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1261060-25-6
(S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With ethylene dibromide; zinc; In 2,2,2-trifluoroethanol; at 70 ℃; for 1h; Inert atmosphere;

With copper(I) bromide; lithium bromide; In tetrahydrofuran; at 70 ℃; for 0.5h; Inert atmosphere;

(S)-tert-butyl 4-((2-formamido-4-methoxyphenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate; In tetrahydrofuran; at 70 ℃; for 3h;
DOI:10.1002/anie.201004963

Reference yield:

: 1261060-23-4
N-(2-iodo-5-methoxyphenyl)formamide

: 1261060-25-6
(S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 2 h / 20 °C / Inert atmosphere

2: ethylene dibromide; copper(I) bromide; lithium bromide; zinc / 2,2,2-trifluoroethanol / 3 h / 70 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethylene dibromide; triethylamine; copper(I) bromide; lithium bromide; zinc; In 2,2,2-trifluoroethanol; 1: Sonogashira coupling;
DOI:10.1016/j.tet.2011.05.112

Reference yield:

: 58755-70-7
1-iodo-4-methoxy-2-nitrobenzene

: 1261060-25-6
(S,Z)-tert-butyl 4-(2-formamido-4-methoxystyryl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: iron(III) chloride; iron; acetic acid / ethanol / 0.67 h / 80 °C / Inert atmosphere

2.1: acetic anhydride / 1 h / 50 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 2 h / 20 °C / Inert atmosphere

4.1: ethylene dibromide; copper(I) bromide; lithium bromide; zinc / 2,2,2-trifluoroethanol / 3 h / 70 °C / Inert atmosphere

With iron(III) chloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; acetic anhydride; iron; acetic acid; ethylene dibromide; triethylamine; copper(I) bromide; lithium bromide; zinc; In ethanol; 2,2,2-trifluoroethanol; 3.1: Sonogashira coupling;
DOI:10.1016/j.tet.2011.05.112