(R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

Base Information

Chemical Name:(R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide
CAS No.:1409944-06-4
Molecular Formula:C₂₀H₂₄BrF₂N₃OS
Molecular Weight:472.397
Hs Code.:

Synonyms:(R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

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Chemical Property of (R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

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Technology Process of (R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

There total 11 articles about (R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide 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: 62.0%

: 56423-63-3
2-bromopyrazine

: 1409944-05-3
(R,E)-N-((S)-2-(2,3-difluorophenyl)hex-5-enylidene)-2-methylpropane-2-sulfinamide

: 1409944-06-4
(R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

Guidance literature:: 2-bromopyrazine; With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

(R,E)-N-((S)-2-(2,3-difluorophenyl)hex-5-enylidene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at -75 ℃; for 2h;

Reference yield:

: 56423-63-3
2-bromopyrazine

: 1409944-05-3
(R,E)-N-((S)-2-(2,3-difluorophenyl)hex-5-enylidene)-2-methylpropane-2-sulfinamide

: 1409944-06-4
(R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

: C₂₀H₂₄BrF₂N₃OS

Guidance literature:: 2-bromopyrazine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

(R,E)-N-((S)-2-(2,3-difluorophenyl)hex-5-enylidene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at -75 ℃; for 2h; Overall yield = 62 %; Overall yield = 1.964 g; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.orglett.5b02921

Reference yield:

: 2100-17-6
4-pentenal

: 1409944-06-4
(R)-N-((1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enyl)-2-methylpropane-2-sulfinamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N,N',N'-tetramethylguanidine / toluene / 1 h / 0 °C

1.2: 2 h / 20 °C

2.1: water / 1,4-dioxane

2.2: 14.03 h / 20 - 35 °C / Inert atmosphere

3.1: sodium methylate / methanol / 0.5 h / 0 °C / Inert atmosphere

3.2: 4 h / -60 - -20 °C

3.3: 18 h / 20 °C

4.1: titanium(IV) tetraethanolate / benzene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5.1: lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

5.2: 2 h / -75 °C

With n-butyllithium; water; sodium methylate; lithium diisopropyl amide; N,N,N',N'-tetramethylguanidine; titanium(IV) tetraethanolate; In tetrahydrofuran; 1,4-dioxane; methanol; toluene; benzene;