3-(4-Methyl-2,5-dioxoimidazolidin-4-yl)propanoic acid

Base Information

• Chemical Name: 3-(4-Methyl-2,5-dioxoimidazolidin-4-yl)propanoic acid
• CAS No.: 43189-49-7
• Molecular Formula: C₇H₁₀N₂O₄
• Molecular Weight: 186.167
• NSC Number: 50121
• DSSTox Substance ID: DTXSID60287279,DTXSID001220845
• Nikkaji Number: J1.397.457H
• ChEMBL ID: CHEMBL3288036
• Mol file: 43189-49-7.mol

Synonyms:43189-50-0;3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propanoic acid;3-(4-Methyl-2,5-dioxo-imidazolidin-4-yl)-propionic acid;3-(4-Methyl-2,5-dioxo-4-imidazolidinyl)propanoic acid;7511-46-8;MFCD08445781;43189-49-7;3-(4-Methyl-2,5-dioxo-4-imidazolidinyl)propionic acid;3-(4-Methyl-2,5-dioxo-imidazolidin-4-yl)propionic acid;NSC50121;3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propanoicacid;CHEMBL3288036;SCHEMBL17871132;DTXSID60287279;DTXSID001220845;NSC-50121;ZB1023;AKOS000300119;AKOS016344194;DS-9670;AM806568;SY022390;BB 0259488;CS-0084879;A872741;(-)-4-Methyl-2,5-dioxo-4-imidazolidinepropanoic acid;3-(4-Methyl-2,5-dioxo-4-imidazolidinyl)propanoic acid #;4-Imidazolidinepropanoic acid, 4-methyl-2,5-dioxo-, (-)-

Chemical Property of 3-(4-Methyl-2,5-dioxoimidazolidin-4-yl)propanoic acid

Chemical Property:

• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 186.06405680
• Heavy Atom Count: 13
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=O)NC(=O)N1)CCC(=O)O

Technology Process of 3-(4-Methyl-2,5-dioxoimidazolidin-4-yl)propanoic acid

There total 2 articles about 3-(4-Methyl-2,5-dioxoimidazolidin-4-yl)propanoic acid 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:

levulinic acid (123-76-2) → racemic 3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propionic acid (43189-49-7,43189-50-0,7511-46-8)

Guidance literature:

With sodium cyanide; ammonium carbonate;

DOI:10.1021/ja01255a014 DOI:10.1021/ja01608a045

Reference yield:

→ racemic 3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propionic acid (43189-49-7,43189-50-0,7511-46-8)

Guidance literature:

4-Oxo-pentansaeure, KCN, (NH4)2CO3;

Reference yield: 93.0%

racemic 3-(4-methyl-2,5-dioxoimidazolidin-4-yl)propionic acid (43189-49-7,43189-50-0,7511-46-8) + 1-(3,5-dichlorophenyl)piperazine (55827-50-4) → 5-[3-[4-(3,5-dichlorophenyl)piperazin-1-yl]-3-oxopropyl]-5-methylimidazolidine-2,4-dione

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/acs.jmedchem.0c02008

upstream raw materials:

levulinic acid

Downstream raw materials:

2-methylglutamic acid

3-[(4R)-4-methyl-2,5-dioxoimidazolidin-4-yl]propanoic acid

3-[(4S)-4-methyl-2,5-dioxoimidazolidin-4-yl]propanoic acid