Lenalidomide Impurity 13

Base Information

• Chemical Name: Lenalidomide Impurity 13
• CAS No.: 874760-71-1
• Molecular Formula: C₁₃H₁₃N₃O₆
• Molecular Weight: 307.263
• Mol file: 874760-71-1.mol

Synonyms:N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine

Chemical Property of Lenalidomide Impurity 13

Chemical Property:

• Boiling Point: 704.3±60.0 °C(Predicted)
• PKA: 3.30±0.10(Predicted)
• Density: 1.548±0.06 g/cm3(Predicted)

Purity/Quality:

>95% ^*data from raw suppliers

(S)-5-Amino-2-(4-nitro-1-oxoisoindolin-2-yl)-5-oxopentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Lenalidomide Impurity 13

There total 3 articles about Lenalidomide Impurity 13 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:

t-butyl-N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine (874760-70-0) → N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine (874760-71-1)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 5 - 20 ℃; for 2h;

Reference yield:

2-methyl-3-nitro-benzoic acid methyl ester (59382-59-1) → N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine (874760-71-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide / tetrachloromethane / 15 h / Reflux; Irradiation

2: triethylamine / tetrahydrofuran / 24 h / Reflux

3: hydrogenchloride / dichloromethane / 2 h / 5 - 20 °C

With hydrogenchloride; N-Bromosuccinimide; triethylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane;

Reference yield:

2-bromomethyl-3-nitro-benzoic acid methyl ester (98475-07-1) → N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine (874760-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 24 h / Reflux

2: hydrogenchloride / dichloromethane / 2 h / 5 - 20 °C

With hydrogenchloride; triethylamine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

2-bromomethyl-3-nitro-benzoic acid methyl ester

2-methyl-3-nitro-benzoic acid methyl ester

t-butyl-N-(1-oxo-4-nitroisoindolin-2-yl)-L-glutamine

Downstream raw materials:

Lenalidomide

Refernces

• 1、 -. "METHODS FOR TREATING DIFFUSE LARGE B-CELL LYMPHOMA AND THE USE OF BIOMARKERS AS A PREDICTOR OF RESPONSIVENESS TO DRUGS". . . Retrieved 2017/04/11.
• 2、 -. "COMPOSITIONS AND METHODS FOR INDUCING CONFORMATIONAL CHANGES IN CEREBLON AND OTHER E3 UBIQUITIN LIGASES". . . Retrieved 2017/07/14.