(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

Base Information

Chemical Name:(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine
CAS No.:282550-25-8
Molecular Formula:C₂₀H₂₇N₃O₂
Molecular Weight:341.453
Hs Code.:

Synonyms:(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

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Chemical Property of (2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

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Technology Process of (2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

There total 4 articles about (2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine 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: 95.0%

: 615-43-0
2-iodophenylamine

: 282550-24-7
(2R,5S)-3,6-diethoxy-2-isopropyl-5-(prop-2-ynyl)-2,5-dihydropyrazine

: 282550-25-8
(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 25 ℃; for 12h;
DOI:10.1016/S0040-4039(00)00263-X

Reference yield:

: 110117-71-0
(2R)-3,6-diethoxy-2-isopropyl-2,5-dihydropyrazine

: 282550-25-8
(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / -78 °C

2.1: 90 percent / tertabutylammonium fluoride / tetrahydrofuran / 20 °C

3.1: 85 percent / Et₃N; CuI / (PPh₃)2PdCl₂ / 18 h / 20 °C

With copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran;
DOI:10.1021/jo001679s

Reference yield:

: 220906-11-6
(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(triethylsilyl)prop-2-ynyl]-2,5-dihydropyrazine

: 282550-25-8
(2R,5S)-3,6-diethoxy-2-isopropyl-5-[3-(2-aminophenyl)-prop-2-ynyl]-2,5-dihydropyrazine

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / tertabutylammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2: 85 percent / Et₃N; CuI / (PPh₃)2PdCl₂ / 18 h / 20 °C

With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran;
DOI:10.1021/jo001679s