(R_s)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (R_s)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide
• CAS No.: 1446434-06-5
• Molecular Formula: C₁₆H₂₂FNOS
• Molecular Weight: 295.421

Synonyms:(R_s)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide

Chemical Property of (R_s)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide

Chemical Property:

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Technology Process of (R_s)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide

There total 3 articles about (R_s)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-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: 60.0%

(Rs,E)-N-(2-fluoro-6-vinylbenzylidene)-2-methylpropane-2-sulfinamide (1446433-97-1) + allyl bromide (106-95-6) → (Rs)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide (1446434-06-5)

Guidance literature:

allyl bromide; With zinc; In tetrahydrofuran; at -55 ℃; Inert atmosphere;

(R_s,E)-N-(2-fluoro-6-vinylbenzylidene)-2-methylpropane-2-sulfinamide; In tetrahydrofuran; at -55 ℃; for 3h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol4017113

Reference yield:

C13H16FNOS + allyl bromide (106-95-6) → (Rs)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide (1446434-06-5)

Guidance literature:

allyl bromide; With zinc; In tetrahydrofuran; at 55 ℃; Inert atmosphere;

C₁₃H₁₆FNOS; In tetrahydrofuran; at -40 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b03671

Reference yield:

6-fluoro-2-vinylbenzaldehyde (1446433-93-7) → (Rs)-N-[(S)-1-(2-fluoro-6-vinylphenyl)but-3-en-1-yl]-2-methylpropane-2-sulfinamide (1446434-06-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: titanium(IV) tetraethanolate / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: zinc / tetrahydrofuran / -55 °C / Inert atmosphere

2.2: 3 h / -55 °C / Inert atmosphere

With titanium(IV) tetraethanolate; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol4017113

upstream raw materials:

(R_s,E)-N-(2-fluoro-6-vinylbenzylidene)-2-methylpropane-2-sulfinamide

allyl bromide

6-fluoro-2-vinylbenzaldehyde

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