(1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine

Base Information

• Chemical Name: (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine
• CAS No.: 620163-17-9
• Molecular Formula: C₂₀H₂₃NO₃S
• Molecular Weight: 357.474
• Mol file: 620163-17-9.mol

Synonyms:(1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine

Chemical Property of (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine

There total 21 articles about (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine 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: 88.0%

(2R,4S)-4-hydroxy-2-(4-methoxybenzyl)-4-methyl-1-(4-toluenesulfonyl)pyrrolidine (620163-16-8) → (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine (620163-17-9)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jo0348726

Reference yield: 72.0%

(-)-(3R,5R)-5-(4-methoxybenzyl)-3-methyl-1-tosylpyrrolidin-3-ol → (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine (620163-17-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃;

DOI:10.1039/c3ra44037k

Reference yield: 64.0%

(R)-5-(4-Methoxy-benzyl)-3-methyl-1-(toluene-4-sulfonyl)-pyrrolidin-3-ol → (1R,4S)-1-methyl-8-methoxy-3-(4-toluenesulfonyl)-2,3,4,5-tetrahydro-1,4-methano-3-benzazepine (620163-17-9)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃;

DOI:10.1055/s-2003-42102

upstream raw materials:

(2R,4S)-4-hydroxy-2-(4-methoxybenzyl)-4-methyl-1-(4-toluenesulfonyl)pyrrolidine

p-toluenesulfonyl chloride

(2R,4R)-N-[(1-(4-methoxyphenyl)-4-methyl-4,5-epoxy)-pentyl]-4-toluenesulfonamide

(R)-5-(4-Methoxy-benzyl)-1-(toluene-4-sulfonyl)-pyrrolidin-3-one

Downstream raw materials:

(+)-8-O-methylaphanorphine