1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione

Base Information

• Chemical Name: 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione
• CAS No.: 222713-09-9
• Molecular Formula: C₂₇H₂₄N₂O₄S
• Molecular Weight: 472.565
• Mol file: 222713-09-9.mol

Synonyms:1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione

Chemical Property of 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione

There total 6 articles about 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione 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:

thiophenol (108-98-5) + 3-(1-hydroxy-3-oxo-1,3-dihydro-isoindol-2-yl)-1-(4-methoxy-benzyl)-piperidine-2,6-dione (222713-08-8) → 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione (222713-09-9)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(99)00152-5

Reference yield:

2-[1-(4-methoxybenzyl)-2,6-dioxopiperidin-3-yl]isoindoline-1,3-dione (222713-07-7) → 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione (222713-09-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum amalgam; H₂O / tetrahydrofuran / 3 h / 20 °C

2: p-toluenosulfonic acid / CH₂Cl₂ / 15 h / 20 °C

With aluminium amalgam; water; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm020079d

Reference yield:

N-phthalylglutamic acid (6349-98-0,2301-52-2) → 1-(4-methoxy-benzyl)-3-(1-oxo-3-phenylsulfanyl-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione (222713-09-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 54 percent / triethylamine; 1-hydroxybenzotriazole; 1,3-dicyclohexylcarbodiimide / acetonitrile / 15 h / 50 °C

2: aluminum amalgam; H₂O / tetrahydrofuran / 3 h / 20 °C

3: p-toluenosulfonic acid / CH₂Cl₂ / 15 h / 20 °C

With aluminium amalgam; water; benzotriazol-1-ol; toluene-4-sulfonic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/jm020079d

upstream raw materials:

thiophenol

3-(1-hydroxy-3-oxo-1,3-dihydro-isoindol-2-yl)-1-(4-methoxy-benzyl)-piperidine-2,6-dione

4-methoxy-benzylamine

2-[1-(4-methoxybenzyl)-2,6-dioxopiperidin-3-yl]isoindoline-1,3-dione

Downstream raw materials:

1-(4-methoxybenzyl)-3-(1-oxo-1,3-dihydroisoindol-2-yl)piperidine-2,6-dione

3-(1-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-2,6-dione