(S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1261060-16-5
Molecular Formula:C₁₉H₂₄N₂O₄
Molecular Weight:344.411
Hs Code.:

Synonyms:(S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 4 articles about (S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-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: 97.0%

: 10113-39-0
N-formyl-2-iodoaniline

: 173065-16-2
(4S)-4-ethynyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 1261060-16-5
(S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/anie.201004963

Reference yield:

: 95715-87-0
(R)-3-tert-butoxycarbonyl-4-formyl-2,2-dimethyloxazolidine

: 1261060-16-5
(S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine / dichloromethane / 0.67 h / -30 °C / Inert atmosphere

1.2: 2.5 h / -60 - 0 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 2.33 h / 0 °C / Inert atmosphere

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

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethylmagnesium bromide; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: Sonogashira coupling;
DOI:10.1016/j.tet.2011.05.112

Reference yield:

: 130418-98-3
(S)-tert-butyl 4-(2,2-dibromovinyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1261060-16-5
(S)-tert-butyl 4-((2-formamidophenyl)ethynyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 2.33 h / 0 °C / Inert atmosphere

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

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethylmagnesium bromide; triethylamine; In tetrahydrofuran; diethyl ether; 2: Sonogashira coupling;
DOI:10.1016/j.tet.2011.05.112