(2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

Base Information

• Chemical Name: (2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine
• CAS No.: 203452-43-1
• Molecular Formula: C₂₇H₂₉NO₄S₂
• Molecular Weight: 495.664
• Mol file: 203452-43-1.mol

Synonyms:(2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

Chemical Property of (2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine

There total 1 articles about (2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine 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-benzyl-1-(p-tolylsulfonyl)aziridine (71535-50-7,77210-52-7,62596-64-9) + 1-(3,3-Dimethoxy-butane-1-sulfonyl)-4-methyl-benzene (128788-45-4) → (2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine (203452-43-1)

Guidance literature:

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; 1.) -78 deg C, 2.) -78 deg C to r.t., 12 h;

DOI:10.1055/s-1998-1567

Reference yield: 98.0%

(2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine (203452-43-1) → (2S,4R,6S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-piperidine (203452-44-2)

Guidance literature:

With triethylsilane; acetic acid; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1055/s-1998-1567

Reference yield:

(2S,4S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-pyridine (203452-43-1) → (2R,6S)-2-Benzyl-6-methyl-piperidine

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Et₃SiH, CH₃COOH / CH₂Cl₂ / 1 h / Ambient temperature

2: 67 percent / 6percent Na(Hg) / tetrahydrofuran; methanol / 12 h / Heating

With triethylsilane; sodium amalgam; acetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1055/s-1998-1567

upstream raw materials:

(S)-(+)-2-benzyl-1-(p-tolylsulfonyl)aziridine

1-(3,3-Dimethoxy-butane-1-sulfonyl)-4-methyl-benzene

Downstream raw materials:

(2S,4R,6S)-2-Benzyl-6-methyl-1,4-bis-(toluene-4-sulfonyl)-piperidine