ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate

Base Information

• Chemical Name: ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate
• CAS No.: 1444001-27-7
• Molecular Formula: C₂₆H₂₉N₃O₆
• Molecular Weight: 479.533
• Mol file: 1444001-27-7.mol

Synonyms:ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate

Chemical Property of ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate

There total 4 articles about ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate 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:

ethyl 1-(4-aminophenyl)-3-methyl-2-oxopiperidine-3-carboxylate (1444001-23-3) + (S)-N-glycidylphthalimide (161596-47-0) → ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate (1444001-27-7)

Guidance literature:

In ethanol; for 15h; Reflux;

DOI:10.1016/j.ejmech.2013.03.056

Reference yield:

3-carboethoxy-2-pyridone (3731-16-6) → ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate (1444001-27-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium / 1 h / Reflux

2.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h

2.2: 18 h / 20 °C

3.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr

4.1: ethanol / 15 h / Reflux

With palladium 10% on activated carbon; hydrogen; sodium; sodium hydride; In 1-methyl-pyrrolidin-2-one; ethanol; mineral oil;

DOI:10.1016/j.ejmech.2013.03.056

Reference yield:

3-methyl-2-oxopiperidine-3-carboxylic acid ethyl ester (29681-78-5) → ethyl 1-(4-(((S)-3-(1,3-dioxoisoindolin-2-yl)-2-hydroxypropyl)amino)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate (1444001-27-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / mineral oil; 1-methyl-pyrrolidin-2-one / 1 h

1.2: 18 h / 20 °C

2.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C / 760.05 Torr

3.1: ethanol / 15 h / Reflux

With palladium 10% on activated carbon; hydrogen; sodium hydride; In 1-methyl-pyrrolidin-2-one; ethanol; mineral oil;

DOI:10.1016/j.ejmech.2013.03.056

upstream raw materials:

3-carboethoxy-2-pyridone

3-methyl-2-oxopiperidine-3-carboxylic acid ethyl ester

ethyl 1-(4-aminophenyl)-3-methyl-2-oxopiperidine-3-carboxylate

(S)-N-glycidylphthalimide

Downstream raw materials:

ethyl 1-(4-((S)-5-((1,3-dioxoisoindolin-2-yl)methyl)-2-oxooxazolidin-3-yl)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate

ethyl 1-(4-((S)-5-((2-((tert-butoxycarbonyl)amino)thiazole-5-carboxamido)methyl)-2-oxooxazolidin-3-yl)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate

ethyl 1-(4-((S)-5-(aminomethyl)-2-oxooxazolidin-3-yl)phenyl)-3-methyl-2-oxopiperidine-3-carboxylate