4-[[[4-(1,3-Dipropyl-2,6-dioxo-3,7-dihydro-1H-purine-8-yl)phenoxy]acetyl]amino]benzoic acid methyl ester

Base Information

• Chemical Name: 4-[[[4-(1,3-Dipropyl-2,6-dioxo-3,7-dihydro-1H-purine-8-yl)phenoxy]acetyl]amino]benzoic acid methyl ester
• CAS No.: 264622-54-0
• Molecular Formula: C27H29N5O6
• Molecular Weight: 519.557
• DSSTox Substance ID: DTXSID601112351
• Nikkaji Number: J1.293.762H
• Pharos Ligand ID: NV54HJSC6GQ8
• ChEMBL ID: CHEMBL16741
• Mol file: 264622-54-0.mol

Synonyms:CHEMBL16741;SCHEMBL7221366;DTXSID601112351;BDBM50086172;264622-54-0;4-[[[4-(1,3-Dipropyl-2,6-dioxo-3,7-dihydro-1H-purine-8-yl)phenoxy]acetyl]amino]benzoic acid methyl ester;4-{2-[4-(2,6-Dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-acetylamino}-benzoic acid methyl ester;Methyl 4-[[2-[4-(2,3,6,9-tetrahydro-2,6-dioxo-1,3-dipropyl-1H-purin-8-yl)phenoxy]acetyl]amino]benzoate

Chemical Property of 4-[[[4-(1,3-Dipropyl-2,6-dioxo-3,7-dihydro-1H-purine-8-yl)phenoxy]acetyl]amino]benzoic acid methyl ester

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 519.21178366
• Heavy Atom Count: 38
• Complexity: 855

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCN1C2=C(C(=O)N(C1=O)CCC)NC(=N2)C3=CC=C(C=C3)OCC(=O)NC4=CC=C(C=C4)C(=O)OC

Technology Process of 4-[[[4-(1,3-Dipropyl-2,6-dioxo-3,7-dihydro-1H-purine-8-yl)phenoxy]acetyl]amino]benzoic acid methyl ester

There total 2 articles about 4-[[[4-(1,3-Dipropyl-2,6-dioxo-3,7-dihydro-1H-purine-8-yl)phenoxy]acetyl]amino]benzoic acid methyl ester 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:

4-methoxycarbonyl aniline (619-45-4) + [4-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-phenoxy]-acetyl chloride → 8-[4-[((4-Methoxycarbonyl)phenylcarbamoylmethyl)oxy]phenyl]-1,3-di-(n-propyl)xanthine (264622-54-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/jm990421v

Reference yield:

8-[4-[(2-carboxymethyl)oxy]phenyl]-1,3-dipropylxanthine (96865-83-7) → 8-[4-[((4-Methoxycarbonyl)phenylcarbamoylmethyl)oxy]phenyl]-1,3-di-(n-propyl)xanthine (264622-54-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 4 h / 70 °C

2: pyridine / CH₂Cl₂ / 24 h / 20 °C

With pyridine; thionyl chloride; In dichloromethane; 1: Chlorination / 2: Condensation;

DOI:10.1021/jm990421v

Reference yield: 45.0%

methylamine (74-89-5) + 8-[4-[((4-Methoxycarbonyl)phenylcarbamoylmethyl)oxy]phenyl]-1,3-di-(n-propyl)xanthine (264622-54-0) → 8-[4-[((4-Methylcarbamoyl)phenylcarbamoylmethyl)oxy]phenyl]-1,3-di-(n-propyl)xanthine

Guidance literature:

In water; at 20 ℃; for 1h;

DOI:10.1021/jm990421v

upstream raw materials:

4-methoxycarbonyl aniline

8-[4-[(2-carboxymethyl)oxy]phenyl]-1,3-dipropylxanthine