1-(4-Methoxybenzyl)pyrrolidine-2,4-dione

Base Information

• Chemical Name: 1-(4-Methoxybenzyl)pyrrolidine-2,4-dione
• CAS No.: 634902-32-2
• Molecular Formula: C₁₂H₁₃NO₃
• Molecular Weight: 219.24
• European Community (EC) Number: 855-759-8
• Nikkaji Number: J1.981.020H

Synonyms:1-(4-methoxybenzyl)pyrrolidine-2,4-dione;634902-32-2;1-[(4-methoxyphenyl)methyl]pyrrolidine-2,4-dione;SCHEMBL3659094;DMGFIDULBDJTJF-UHFFFAOYSA-N;AKOS018071747;EN300-686970

Chemical Property of 1-(4-Methoxybenzyl)pyrrolidine-2,4-dione

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.08954328
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CN2CC(=O)CC2=O

Technology Process of 1-(4-Methoxybenzyl)pyrrolidine-2,4-dione

There total 2 articles about 1-(4-Methoxybenzyl)pyrrolidine-2,4-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: 75.0%

4-methoxy-1-(4-methoxybenzyl)-2,5-dihydro-1H-2-azolone (634902-31-1) → 1-(4-methoxybenzyl)pyrrolidine-2,4-dione (634902-32-2)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 5h;

DOI:10.1021/ol035617a

Reference yield:

4-methoxy-benzylamine (2393-23-9) → 1-(4-methoxybenzyl)pyrrolidine-2,4-dione (634902-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75.4 percent / triethylamine / acetonitrile / 4 h / Heating

2: 75 percent / hydrochloric acid / 5 h / 20 °C

With hydrogenchloride; triethylamine; In acetonitrile;

DOI:10.1021/ol035617a

Reference yield: 70.0%

tert-butyl 4-(3-amino-1-(4-methoxybenzyl)-5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (1173068-34-2) + 1-(4-methoxybenzyl)pyrrolidine-2,4-dione (634902-32-2) → tert-butyl 4-(1-(4-methoxybenzyl)-3-(1-(4-methoxybenzyl)-5-oxopyrrolidin-3-ylamino)-5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate (1173068-35-3)

Guidance literature:

With decaborane; In methanol; dichloromethane; at 48 ℃; for 20h;

upstream raw materials:

4-methoxy-1-(4-methoxybenzyl)-2,5-dihydro-1H-2-azolone

4-methoxy-benzylamine

Downstream raw materials:

4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-2,5-dihydro-1H-2-azolone

(S)-5-Benzyl-1-(4-methoxy-benzyl)-pyrrolidine-2,4-dione

(5S)-4-[(S)-2-(1-methoxy-1-ethylpropyl)pyrrolidin-1-yl]-1-(4-methoxybenzyl)-5-benzyl-2,5-dihydro-1H-2-azolone

tert-butyl 4-(1-(4-methoxybenzyl)-3-(1-(4-methoxybenzyl)-5-oxopyrrolidin-3-ylamino)-5-phenyl-1H-pyrazolo[3,4-b]pyridin-4-yl)piperazine-1-carboxylate

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