[1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide

Base Information

• Chemical Name: [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide
• CAS No.: 885462-59-9
• Molecular Formula: C₃₅H₅₀ClNO₃S₂Si
• Molecular Weight: 660.457

Synonyms:[1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide

Chemical Property of [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide

There total 3 articles about [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-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: 77.0%

(S)-2-(Triisopropylsyloxymethyl)phenyl p-tolylsulfoxide (302934-11-8) + (S)-(+)-N-(5-chloropentylidene)-p-toluenesulfinamide (507453-96-5) → [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide (885462-59-9)

Guidance literature:

(S)-2-(Triisopropylsyloxymethyl)phenyl p-tolylsulfoxide; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(S)-(+)-N-(5-chloropentylidene)-p-toluenesulfinamide; In tetrahydrofuran; hexane; at -78 ℃;

DOI:10.1055/s-2006-926306

Reference yield:

5-chloro-pentanal (20074-80-0) → [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide (885462-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂

2.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 77 percent / hexane; tetrahydrofuran / -78 °C

With lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1055/s-2006-926306

Reference yield:

5-chloropentan-1-ol (5259-98-3) → [1R,2S,(S)S]-N-{1-(4-chlorobutyl)-2-[(S)-2-(p-toluenesulfinyl)phenyl]-2-triisopropylsilyloxyethyl}-p-toluenesulfinamide (885462-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: PCC / CH₂Cl₂

2.1: CH₂Cl₂

3.1: LDA / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 77 percent / hexane; tetrahydrofuran / -78 °C

With pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1055/s-2006-926306

upstream raw materials:

(S)-2-(Triisopropylsyloxymethyl)phenyl p-tolylsulfoxide

(S)-(+)-N-(5-chloropentylidene)-p-toluenesulfinamide

5-chloro-pentanal

5-chloropentan-1-ol

Downstream raw materials:

(2R,1'S)-N-[(S)-2-(p-tolylsulfinyl)]-2-[(2-p-tolylsulfinylphenyl)triisopropylsilyloxymethyl]piperidine

(2R,1'S)-(1'-phenyl-1'-triisopropylsilyloxymethyl)piperidine

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