1-{2-[4-(Benzyloxy)-3-methoxyphenyl]ethyl}pyrrolidine-2,5-dione

Base Information

• Chemical Name: 1-{2-[4-(Benzyloxy)-3-methoxyphenyl]ethyl}pyrrolidine-2,5-dione
• CAS No.: 110698-41-4
• Molecular Formula: C20H21NO4
• Molecular Weight: 339.391
• DSSTox Substance ID: DTXSID20552995
• Wikidata: Q82433452
• Mol file: 110698-41-4.mol

Synonyms:110698-41-4;DTXSID20552995;1-{2-[4-(Benzyloxy)-3-methoxyphenyl]ethyl}pyrrolidine-2,5-dione

Chemical Property of 1-{2-[4-(Benzyloxy)-3-methoxyphenyl]ethyl}pyrrolidine-2,5-dione

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 339.14705815
• Heavy Atom Count: 25
• Complexity: 445

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CCN2C(=O)CCC2=O)OCC3=CC=CC=C3

Technology Process of 1-{2-[4-(Benzyloxy)-3-methoxyphenyl]ethyl}pyrrolidine-2,5-dione

There total 1 articles about 1-{2-[4-(Benzyloxy)-3-methoxyphenyl]ethyl}pyrrolidine-2,5-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:

succinic acid anhydride (108-30-5) + 2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine (22231-61-4) → N-<2-(4-(benzyloksy)-3-metoxyphenyl)ethyl>succinimide (110698-41-4)

Guidance literature:

With acetyl chloride; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 116 h, 2.) CH₂Cl₂, reflux, 48.5 h;

DOI:10.1021/jo00235a004

Reference yield: 49.0%

<3-(benzyloxy)-4-methoxybenzyl>magnesium chloride (88185-18-6) + N-<2-(4-(benzyloksy)-3-metoxyphenyl)ethyl>succinimide (110698-41-4) → 5-(3-Benzyloxy-4-methoxy-phenyl)-4-oxo-pentanoic acid [2-(4-benzyloxy-3-methoxy-phenyl)-ethyl]-amide (110698-50-5) + 1,5,6,10b-tetrahydro-8-methoxy-10b-<<4-methoxy-3-(phenylmethoxy)phenyl>methyl>-9-(phenylmethoxy)pyrrolo-<2,1-a>isoquinolin-3(2H)-one (110698-43-6)

Guidance literature:

In tetrahydrofuran; dichloromethane; for 3h;

DOI:10.1021/jo00235a004

Reference yield: 33.0%

<3-(benzyloxy)-4-methoxybenzyl>magnesium chloride (88185-18-6) + N-<2-(4-(benzyloksy)-3-metoxyphenyl)ethyl>succinimide (110698-41-4) → N-<2-<4-(benzyloxy)-3methoxyphenyl>ethyl>-5-<(3-(benzyloxy)-4-methoxyphenyl)methylidene>-2-pyrrolidinone (110698-42-5)

Guidance literature:

In dichloromethane; for 0.25h;

DOI:10.1021/jo00235a004

upstream raw materials:

succinic acid anhydride

2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

Downstream raw materials:

N-<2-<4-(benzyloxy)-3-methoxyphenyl>ethyl>-5-<(3,4-dimethoxyphenyl)methylidene>-2-pyrrolidinone

N-<2-<4-(benzyloxy)-3methoxyphenyl>ethyl>-5-<(3-(benzyloxy)-4-methoxyphenyl)methylidene>-2-pyrrolidinone

5-(3-Benzyloxy-4-methoxy-phenyl)-4-oxo-pentanoic acid [2-(4-benzyloxy-3-methoxy-phenyl)-ethyl]-amide

1,5,6,10b-tetrahydro-8-methoxy-10b-<<4-methoxy-3-(phenylmethoxy)phenyl>methyl>-9-(phenylmethoxy)pyrrolo-<2,1-a>isoquinolin-3(2H)-one