(1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one

Base Information

• Chemical Name: (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one
• CAS No.: 1227368-31-1
• Molecular Formula: C₂₀H₂₂N₂O₇S
• Molecular Weight: 434.47
• Mol file: 1227368-31-1.mol

Synonyms:(1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one

Chemical Property of (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one

There total 10 articles about (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one 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: 93.0%

(S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine (608141-42-0) + methyl 2-methyl-6-nitrobenzoate (61940-22-5) → (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one (1227368-31-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 81 - 83 ℃; for 2h; Reagent/catalyst; Temperature;

Reference yield: 93.0%

(S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine (608141-42-0) + methyl 2-(bromomethyl)-6-nitrobenzoate (61940-21-4) → (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one (1227368-31-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 81 - 83 ℃; for 2h; Product distribution / selectivity;

Reference yield:

(S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethanamine-(S)-2-acetamido-4-methylpentanoate (608141-43-1) → (1S)-7-nitro-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)-ethyl]isoindolin-1-one (1227368-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / dichloromethane; water / 0.25 h / 15 - 25 °C / pH 13 - 14

2: potassium carbonate / acetonitrile / 2 h / 81 - 83 °C

With potassium carbonate; sodium hydroxide; In dichloromethane; water; acetonitrile;

upstream raw materials:

(S)-2-[1 (3-ethoxy-4-methoxyphenyl)]-1-methanesulfonyl-2-ethylamine

methyl 2-(bromomethyl)-6-nitrobenzoate

methyl 2-methyl-6-nitrobenzoate

2-methyl-6-nitrobenzoic acid

Downstream raw materials:

7-amino-2-[(1S)-1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]isoindolin-1-one

(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-((S)-1-(7-(cyclopropanecarboxamido)-1-oxoisoindolin-2-yl)-2-(methylsulfonyl)ethyl)-2-ethoxyphenoxy)tetrahydro-2H-pyran-2-carboxylic acid

(S)-7-amino-2-(1-(3-ethoxy-4-hydroxyphenyl)-2-(methylsulfonyl)ethyl)isoindolin-1-one

(S)-N-(2-(1-(3-ethoxy-4-hydroxyphenyl)-2-(methylsulfonyl)ethyl)-3-oxoisoindolin-4-yl)cyclopropanecarboxamide