(1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine

Base Information

• Chemical Name: (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine
• CAS No.: 1326705-15-0
• Molecular Formula: C₃₀H₂₈N₂O₂S₂
• Molecular Weight: 512.697

Synonyms:(1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine

Chemical Property of (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine

Chemical Property:

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Technology Process of (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine

There total 3 articles about (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine 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: 75.0%

(S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene (852332-84-4) + p-methoxybenzylidene-p-cyano-aniline (13036-19-6) → (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine (1326705-15-0)

Guidance literature:

(S)-α-(methylsulfenyl)-2-(p-tolylsulfinyl)toluene; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.0166667h; Inert atmosphere;

p-methoxybenzylidene-p-cyano-aniline; In tetrahydrofuran; hexane; at -78 ℃; for 0.0166667h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/ol201696y

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine (1326705-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 24 h / Molecular sieve; Reflux; Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.02 h / -78 °C / Inert atmosphere

2.2: 0.02 h / -78 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/ol201696y

Reference yield:

4-Aminobenzonitrile (873-74-5) → (1S,2S)-N-(4-cyanophenyl)-1-(4-methoxyphenyl)-2-(methylsulfenyl)-2-{2-[(S)-p-tolylsulfinyl]phenyl}ethylamine (1326705-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene / 24 h / Molecular sieve; Reflux; Inert atmosphere

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 0.02 h / -78 °C / Inert atmosphere

2.2: 0.02 h / -78 °C / Inert atmosphere

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/ol201696y

upstream raw materials:

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

p-methoxybenzylidene-p-cyano-aniline

4-methoxy-benzaldehyde

4-Aminobenzonitrile

Downstream raw materials:

C₃₀H₂₈N₂O₅S₂

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