[1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide

Base Information

• Chemical Name: [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide
• CAS No.: 852332-89-9
• Molecular Formula: C₂₉H₂₈BrNO₂S₃
• Molecular Weight: 598.649

Synonyms:[1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide

Chemical Property of [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide

Chemical Property:

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Technology Process of [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide

There total 3 articles about [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide 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: 78.0%

(S)-(+)-N-(o-bromobenzylidene)-p-toluenesulfinamide + (S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene (852332-84-4) → [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide (852332-89-9)

Guidance literature:

(S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

(S)-(+)-N-(o-bromobenzylidene)-p-toluenesulfinamide; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1021/jo050129x

Reference yield: 78.0%

(S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene (852332-84-4) + (S)-(+)-N-(2-bromobenzylidene)-p-toluenesulfinamide (503819-64-5) → [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide (852332-89-9)

Guidance literature:

(S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

(S)-(+)-N-(2-bromobenzylidene)-p-toluenesulfinamide; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1080/10426500590913320

Reference yield:

(S)-2-methyl-1-(p-tolylsulfinyl)benzene (10381-68-7,42872-16-2,78821-95-1,1517-78-8) → [1R,2S,(S)S]-N-{1-(o-bromophenyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-(methylthio)ethyl}-p-toluenesulfinamide (852332-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / -78 °C

1.2: 70 percent / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.1: LDA / tetrahydrofuran; hexane / 0.08 h / -78 °C

2.2: 78 percent / tetrahydrofuran; hexane / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran; hexane;

DOI:10.1021/jo050129x

upstream raw materials:

(S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene

(S)-(+)-N-(2-bromobenzylidene)-p-toluenesulfinamide

(S)-2-methyl-1-(p-tolylsulfinyl)benzene

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